Chocolate Cinnamon Rolls

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These chocolate cinnamon rolls bring together the familiar warmth of cinnamon rolls and a rich cocoa filling. Brown sugar adds a mellow sweetness, while finely chopped semisweet chocolate gives you little pockets of chocolate between the soft layers.

The dough is yeasted and tender, with a golden top after baking. As you shape the rolls, focus on an even filling and a snug log; those details help the rolls bake up with layers of cocoa, cinnamon, and chocolate throughout.

What each ingredient contributes

Warm whole milk, granulated sugar, and instant yeast form the starting point for the dough. The milk should be warmed to the range specified on the recipe card, so check it before mixing. The egg and melted, cooled unsalted butter enrich the dough, while all-purpose flour and salt give it structure and balance.

For the filling, softened butter helps the brown sugar, unsweetened cocoa, and ground cinnamon cling to the dough. Packed brown sugar brings a deeper sweetness than granulated sugar, and semisweet chocolate adds another layer of chocolate flavor. Chopping it finely helps distribute it across the surface instead of leaving a few large clusters.

Build soft, even layers

Mix the dough until it looks shaggy, then knead it on a lightly floured surface until smooth and elastic. A dough that still feels rough needs more kneading; one that picks up too much extra flour can become firmer. Use only enough flour on the surface to keep the dough manageable.

After its first rise, roll the dough into the rectangle size given on the recipe card. Spread the softened butter across the surface, then scatter the cocoa mixture and chopped chocolate evenly, reaching toward the edges. An even layer makes for consistent filling from the center of the log to its ends.

Shape and bake with care

Roll from a long side into a snug log so the filling stays tucked between the layers. Cut the log into equal rolls and set them cut-side up in the greased round baking dish, leaving room for the dough to rise. During the second rise, the rolls should look fuller before they go into the oven.

If the dough springs back as you roll it, give it the rest specified on the recipe card, then continue. Forcing it can make shaping harder. Bake until the tops are golden and the centers are baked through, using the recipe card’s doneness cues. Let the rolls cool in the dish as directed so the filling can settle before serving.

Frequently Asked Questions

What should the dough feel like after kneading?

It should feel smooth and elastic rather than shaggy or rough. Knead it on a lightly floured surface, adding only enough flour to keep it workable. The recipe card gives the kneading guidance and rise cues for the dough.

Why does the dough spring back while I roll it?

The dough may need a short rest before it will roll more easily. Cover it and let it rest for the interval listed on the recipe card, then try again without pressing hard or stretching it forcefully.

How can I tell when the rolls are baked through?

Look for golden tops and centers that are baked through, following the recipe card’s baking guidance. The rolls also cool in the dish before serving, which gives the filling a chance to settle between the layers.

Chocolate Cinnamon Rolls

Recipe by Anna
0.0 from 0 votes
Course: DessertCuisine: AmericanDifficulty: Easy
Servings

8

rolls
Prep time

30

minutes
Cooking time

25

minutes
Calories

475

kcal
Total time

2

hours 

30

minutes

These soft, yeasted rolls are filled with cocoa, cinnamon, brown sugar, and chopped chocolate, then baked until golden. The recipe makes eight generously sized rolls.

Ingredients

  • Dough
  • 3/4 cup whole milk, warmed to 105–110°F

  • 1/4 cup granulated sugar

  • 2 1/4 tsp instant yeast

  • 1 large egg

  • 4 tbsp unsalted butter, melted and cooled

  • 3 1/2 cups all-purpose flour

  • 1 tsp salt

  • 1 tsp neutral oil, for greasing the bowl

  • Filling
  • 4 tbsp unsalted butter, softened

  • 1/2 cup packed brown sugar

  • 1/4 cup unsweetened cocoa powder

  • 2 tsp ground cinnamon

  • 3 oz semisweet chocolate, finely chopped

  • For the pan
  • 1 tsp unsalted butter, for greasing

Directions

  • Dough
  • In a large bowl, stir together the warm milk, granulated sugar, and yeast. Mix in the egg and melted butter. Add the flour and salt, then stir until a shaggy dough forms.
  • Knead the dough on a lightly floured surface for 7–8 minutes, until smooth and elastic. Place it in a bowl greased with the neutral oil, cover, and let rise in a warm place for 60 minutes, until doubled.
  • Filling and shaping
  • Grease a 9-inch round baking dish with the butter. Stir together the brown sugar, cocoa, and cinnamon. Roll the dough into a 12-by-16-inch rectangle. Spread it with the softened butter, then sprinkle the cocoa mixture and chopped chocolate evenly over the surface.
  • Starting from a long side, roll the dough into a snug log. Cut it into 8 equal rolls and arrange them cut-side up in the prepared dish. Cover and let rise for 25 minutes. During this rise, heat the oven to 350°F.
  • Baking
  • Bake for 25 minutes, until the rolls are golden on top and the centers are baked through. Cool in the dish for 10 minutes before serving.

Notes

  • If the dough springs back while you roll it, let it rest for 5 minutes before continuing.

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