Chocolate Pear Upsidedown Cake

By • October 28, 2013 2 Comments

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Author Notes: A play on the traditional pineapple upsidedown cake, this recipe is one of my new all time favorites. Chocolate and pear just work together oh so well. I think it will make an appearance for the holidays around my house.
This recipe is very loosely based on a cake of the same name from Rustic Fruit Desserts. (A really great cookbook!)


Makes 10 inch round cake


  • 4 tablespoons salted butter
  • 3/4 cup packed dark brown sugar
  • 1/4 cup white sugar
  • 1 teaspoon vanilla extract
  • 3 ripe pears, pealed, cored, chopped into 12 slices per pear

Cake Batter

  • 8 tablespoons salted butter
  • 1 1/4 cups white sugar
  • 3 eggs
  • 1 teaspoon vanilla extract
  • 1 3/4 cups flour
  • 2 teaspoons baking powder
  • 1/4 teaspoon kosher salt
  • 1/3 cup unsweetened coco powder
  • 3/4 cup milk
  • 4 ounces semi sweet mini chocolate chips
  1. Preheat oven to 350*. Prepare a 10" spring form pan by greasing well with butter.
  2. 2. In a small saucepan melt 4 tablespoons of butter. Add 3/4 cup brown sugar, 1/4 cup of sugar, and 1 teaspoon of vanilla, melting sugar into butter. Stir well so the mixture does not burn. Once sugar is dissolved, pour mixture into prepared pan. Mixture will be thick and you may need a rubber spatula to spread evenly.
  3. Place the pear slices on top of the mixture in a circular pattern. Set aside and allow to cool while you prepare the cake batter.
  4. In the bowl of a stand mixer add 8 tablespoons of butter and 1 1/4 cup of sugar. Cream together.
  5. Add 3 eggs, 1 teaspoon vanilla extract. Quickly beat into butter/sugar mixture.
  6. Add 1 3/4 cups flour, 2 baking powder, 1/4 teaspoon salt, 1/3 cup coco powder, and 3/4 cup milk. Mix well, stopping to scrape the sides of the bowl with a rubber spatula.
  7. Add 6 ounces semi sweet chocolate chips and mix quickly.
  8. Pour the cake batter on top of the cooled topping and pear mixture, spread with a rubber spatula to make even.
  9. Bake at 350* for 50-55 minutes or until a toothpick comes clean. (If you hit a chocolate chip you may get chocolate smears. This does not necessarily mean the cake isn't done.)
  10. Cool until bottom of the pan is comfortable to touch. Gently turn pan over a plate to release cake.
  11. Note: Again to give credit where it is due this recipe is inspired by a recipe of the same name from Rustic Fruit Deserts.

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