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Pineapple Upside-Down Cake

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  • Prep Time: 0 hours
  • Cook Time: 0 hours
  • Total Time: 0 hours
  • Yield: 1 - 10 inch cake 1x
  • Category: Cakes, Sweet


  • ¼ cup (½ stick, 4 tbsp, 56.5 g ) unsalted butter
  • 3/4 cup (150 g) packed brown sugar
  • 7 canned pineapple slices (more if you’re going to fill in the gaps with pineapple pieces)
  • 7 maraschino cherries
  • ¼ cup (4 tbsp) pecan pieces (optional)
  • 1 3/4 cup (245 g) all purpose flour
  • 1½ tsp baking powder
  • ½ tsp ground cinnamon (optional)
  • ½ tsp salt
  • ½ cup (1 stick, 8 tbsp, 113 g) unsalted butter, at room temperature
  • 3/4 cup (150 g) white granulated sugar
  • 2 large eggs, at room temperature
  • 1 tsp vanilla extract
  • 3/4 cup (180 ml) regular whole milk
  • ¼ cup (60 ml) pineapple juice (you can use the juice from the canned pineapple slices)


  1. Pre-heat oven to 350ºF (180ºC).
  2. Place the butter for the topping in a 10 inch (25 cm) cake pan or a 10 inch deep pie dish and melt it in the oven. Take the pan out of the oven and mix in the brown sugar making sure you’re covering the pan well. Arrange the pineapple slices on top of the brown sugar and then place one cherry in the center of each slice. If you want, you can fill in the gaps with the pecan pieces or with smaller pieces of pineapple. Set aside.
  3. In a medium bowl sift together the flour, baking powder, cinnamon and salt. Set aside.
  4. In a large bowl cream together the room temperature butter with the white sugar. Now add one of the eggs and beat to incorporate. Add the second egg with the vanilla extract, beat again. Now add 1/3 of the flour mixture and mix enough only to incorporate it. Add the milk, mix again. Add a second 1/3 of flour and mix. Then add the pineapple juice, mix one more time. Finally, add the last 1/3 of the flour and mix. Make sure to scrape the bowl with a spatula to make sure everything was mixed well.
  5. Pour the batter on top pineapple slices and bake for 35-45 minutes or until a knife inserted in the middle comes out clean. Remember that baking times vary depending on the type of baking pan or dish you’re using. Let the cake rest inside the pan on top of a cooling rack and then invert it over a serving platter. It’s best when served warm and you can also serve it with with whipped cream or vanilla ice cream.