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Grandma's pineapple upside-down cake (her recipe card, circa 1962) — finally digitized her whole box this winter

Grandma's pineapple upside-down cake (her recipe card, circa 1962) — finally digitized her whole box this winter

Public
American • Dessert • Vegetarian

Grandma Loretta's classic, perfect pineapple upside-down cake straight from her 1962 recipe card. Baked in a cast iron skillet, it features a tender crumb topped with deeply caramelized brown sugar, bright pineapple rings, and sweet cherries.

8-10 servings

Ingredients

  • 1/2 stick 1/2 stick butter (57g)(Melted right in the pan)
  • 3/4 cup 3/4 cup packed light brown sugar (150g)(Packed)
  • 1 can 1 can (20 oz) sliced pineapple rings(Drained, save the juice)
  • 1/2 cup 1/2 cup maraschino cherries(Stemless)
  • 1 1/2 cups 1 1/2 cups all-purpose flour (180g)
  • 1 cup 1 cup granulated sugar (200g)
  • 1 1/2 tsp 1 1/2 tsp baking powder
  • 1/2 tsp 1/2 tsp salt
  • 1/3 cup 1/3 cup shortening (65g)(Can substitute butter)
  • 3/4 cup 3/4 cup reserved pineapple juice(Topped up with milk if needed to reach 3/4 cup)
  • 1 1 large egg
  • 1 tsp 1 tsp vanilla extract

Instructions

~50 min
  1. 1

    Melt butter in a heavy 10-inch skillet or cast iron pan over low heat. Add brown sugar and stir until combined. Remove from heat.

  2. 2

    Arrange sliced pineapple rings over the brown sugar mixture, then fill the centers with maraschino cherries.

  3. 3

    In a mixing bowl, sift together the all-purpose flour, granulated sugar, baking powder, and salt.

  4. 4

    Cut the shortening into the sifted dry ingredients until the mixture is crumbly.

  5. 5

    Add the reserved pineapple juice, egg, and vanilla extract to the bowl and beat until completely smooth. Gently pour the batter evenly over the pineapple topping.

  6. 6

    Bake at 350°F for 40 to 45 minutes until a toothpick inserted into the center comes out clean.

    40 to 45 minutes

  7. 7

    Let the cake cool in the pan for exactly 5 minutes (not a minute more or it sticks), then carefully invert onto a serving plate.

    5 minutes