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Recipe

1950s Pineapple Upside-Down Cake

Ring pineapple, brown sugar, and cherries baked under a butter cake, then turned out for the mid-century showpiece dessert.

Fresh pineapple
Photo by Mike Dorner on Unsplash

Context

Canned pineapple made a glamorous dessert from pantry shelves.

Upside-down cakes existed earlier, but the ring-pineapple version became a 1950s icon. Use a cast-iron skillet or cake pan. Invert while warm so the caramel topping releases cleanly.

Ingredients

  • ¼ cup butter
  • ½ cup packed brown sugar
  • 1 can (20 oz) pineapple rings, drained (reserve ¼ cup juice)
  • 8 maraschino cherries (optional)
  • 1½ cups all-purpose flour
  • 2 tsp baking powder
  • ¼ tsp salt
  • ½ cup butter, softened
  • ¾ cup sugar
  • 2 eggs
  • 1 tsp vanilla
  • ½ cup milk

Instructions

  1. Heat oven to 350°F (175°C). Melt ¼ cup butter in a 9-inch skillet or cake pan; sprinkle with brown sugar.
  2. Arrange pineapple rings on the sugar; place a cherry in each center if using.
  3. Whisk flour, baking powder, and salt. Cream ½ cup butter and sugar; beat in eggs and vanilla.
  4. Add dry ingredients alternately with milk and reserved pineapple juice. Spread over fruit.
  5. Bake 35 to 45 minutes until a toothpick comes out clean. Rest 5 minutes, then invert onto a plate.