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Easy Pineapple Upside Down Cake

Moist buttery easy pineapple upside down cake with caramelized fruit rings

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This classic dessert transforms simple pantry staples into a stunning, nostalgic treat. Featuring a buttery caramel topping with pineapple rings and cherries, it’s a comforting, crowd-pleasing cake perfect for any occasion.

Ingredients

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  • 1/4 cup unsalted butter
  • 1/2 cup packed light brown sugar
  • 1 (20 oz) can pineapple rings in juice (about 7-8 rings)
  • Maraschino cherries, for garnish
  • 1 1/2 cups all-purpose flour
  • 1 1/2 teaspoons baking powder
  • 1/4 teaspoon salt
  • 1/2 cup unsalted butter, softened
  • 3/4 cup granulated sugar
  • 2 large eggs, room temperature
  • 1 teaspoon pure vanilla extract
  • 1/2 cup whole milk, room temperature
  • 2 tablespoons reserved pineapple juice

Instructions

  1. Preheat oven to 350°F (175°C). Place 1/4 cup butter in a 9-inch round cake pan and melt in the oven for about 5 minutes. Remove pan.
  2. Sprinkle brown sugar evenly over melted butter. Arrange pineapple rings in a single layer on top. Place a cherry in the center of each ring.
  3. In a medium bowl, whisk together flour, baking powder, and salt.
  4. In a large bowl, beat softened butter and granulated sugar until light and fluffy, about 2-3 minutes. Beat in eggs one at a time, then vanilla.
  5. With mixer on low, add one-third of flour mixture, then half the milk. Repeat, ending with final third of flour. Mix in 2 tablespoons pineapple juice just until smooth.
  6. Spoon batter over pineapple layer and spread evenly. Bake for 40-45 minutes, until a toothpick inserted in center comes out clean.
  7. Cool cake in pan on a wire rack for exactly 10 minutes. Run a knife around edge to loosen.
  8. Place a serving plate upside down over pan. Firmly hold together and flip in one motion. Gently lift pan away. Let cool completely.

Notes

For best results, use pineapple in juice, not syrup. Do not overmix batter once flour is added. The 10-minute cooling time is crucial for the caramel to set properly before flipping.

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