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Homemade Pineapple Upside-Down Cake

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PREP TIME
15 min
COOKING TIME
40 min
TOTAL TIME
70 min
SERVINGS
10 servings
Dessert
Homemade Pineapple Upside-Down Cake
Ingredients
  • 1/2 cup brown sugar
  • 1/4 cup unsalted butter, melted
  • 3 (1/2 inch thick) slices fresh pineapple, quartered
  • 12 frozen cranberries
  • 2/3 cup white sugar
  • 1/2 cup unsalted butter, softened
  • 2 large eggs
  • 1 1/2 teaspoons baking powder
  • 1 teaspoon vanilla extract
  • 1/2 teaspoon almond extract
  • 1/2 teaspoon ground cinnamon
  • 1/4 teaspoon salt
  • 1 1/2 cups unbleached all-purpose flour
  • 3/4 cup milk
Instructions
1
Preheat your oven to 350 degrees Fahrenheit, or 175 degrees Celsius. Next, take a 9x2 1/2-inch round cake pan and give it a good coating of grease to prevent sticking.
2
In a bowl, mix together brown sugar and 1/4 cup of melted butter until you get an even spread. Place the mixture into your prepared cake pan, making sure to cover the entire surface.
3
Add 10 pineapple pieces around the outer edge of the pan, with their faces pointing in the same direction. Place the remaining 2 pineapple pieces in the center of the pan, and then place a cranberry between each pineapple piece.
4
In another bowl, use an electric mixer to beat together white sugar and 1/2 cup of softened butter until you get a light and fluffy mixture. Add eggs one at a time, beating well after each addition and making sure to scrape the sides of the bowl.
5
Add baking powder, vanilla extract, almond extract, cinnamon, and salt to your mixture, beating until everything is well combined.
6
Gradually add flour and milk to the batter in three additions, adding 1/2 cup of flour and 1/4 cup of milk each time, mixing well after each addition until the batter is thoroughly combined.
7
Pour the batter over the pineapple slices, making sure to spread it evenly and get some between them. Use an offset spatula to smooth out the batter.
8
Bake your cake in a preheated oven for 40 to 45 minutes, or until a toothpick inserted into the center comes out clean.
9
Once your cake is done baking, let it cool on a wire rack for 15 to 20 minutes. To loosen the cake from the pan, run a knife around the edges and then place a plate over the pan. Invert the cake onto the plate, waiting for a few seconds before tapping the pan gently several times if it doesn't separate immediately.