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–+ servings
Pineapple upside down cake with glossy brown sugar glaze, golden pineapple rings, and maraschino cherries.

Pineapple Upside Down Cake

Rebecca Blumer
This classic pineapple upside down cake layers juicy pineapple slices, cherries, and a rich brown sugar butter glaze beneath a soft yellow cake that bakes and flips neatly onto a platter.
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Prep Time 15 minutes
Cook Time 55 minutes
Cooling Time 30 minutes
Total Time 1 hour 40 minutes
Course Dessert
Cuisine American
Servings 12 servings
Calories 360 kcal

Equipment

  • 13x9-inch pan
  • Heatproof serving plate
  • Electric hand mixer

Ingredients
 

  • 1/4 cup butter
  • 1 cup packed brown sugar
  • 1 can (20 oz) pineapple slices in juice drained, juice reserved
  • 1 jar (6 oz) maraschino cherries without stems drained (about 18 cherries)
  • 1 box Betty Crocker™ Super Moist™ Yellow Cake Mix
  • Vegetable oil and eggs called for on cake mix box

Instructions
 

  • Heat the oven to 350°F, or 325°F if using a dark or nonstick pan. Set the rack in the middle position so the cake bakes evenly without over-darkening at the edges.
  • Put the butter in a 13x9-inch pan and place the pan in the warming oven for 5 to 7 minutes. Check it near the end of that time; the butter should be fully melted but should not brown.
  • Remove the pan, scatter the brown sugar evenly over the butter, then arrange the pineapple rings and cherries on top. Press the fruit gently into the sugar so it stays in place as the butter and sugar begin to bubble around the edges.
  • Add water to the reserved pineapple juice until the total reaches 1 cup, then prepare the cake batter as directed on the box using that mixture instead of water. The batter should look smooth and pourable, with a light pineapple aroma.
  • Pour the prepared batter evenly over the arranged fruit. Cover the fruit completely and level the surface gently so the cake rises evenly across the pan.
  • Bake for 40 to 46 minutes, or 44 to 53 minutes for a dark or nonstick pan, then loosen the cake edges immediately with a knife. A toothpick inserted into the center should come out without wet batter, and the center should spring back lightly when touched.
  • Set a heatproof serving plate upside down over the pan and carefully turn both over together, leaving the pan in place for 5 minutes. The warm glaze will drizzle down over the cake as it releases, and a gentle tap may produce a hollow release sound.
  • Lift away the pan and let the cake cool for 30 minutes before serving warm or cool. The topping will settle into a glossy layer while the crumb becomes easier to slice cleanly.

Notes

Moisture tip: Blot both sides of the pineapple slices and maraschino cherries thoroughly with paper towels before placing them in the pan so excess surface juice does not dilute the buttery caramel layer.
Flipping tip: Invert the cake onto a rimmed serving platter and leave the pan resting over the cake for the full 5 minutes to let the warm glaze drip down completely before lifting.
Fixing stuck fruit: If any fruit remains in the pan after turning out the cake, slide a warm offset spatula underneath, return it to the matching spot, and spoon warm caramel from the pan over it.
Storage: Keep cooled leftover cake covered in the refrigerator. Insert toothpicks into the cake to tent plastic wrap away from the sticky caramel topping.
Nutrition information is an estimate based on common ingredients and serving sizes. Values may vary depending on brands, portions, and substitutions.

Nutrition

Calories: 360kcalCarbohydrates: 58gProtein: 3gFat: 12gSaturated Fat: 4gCholesterol: 55mgSodium: 260mgPotassium: 120mgFiber: 1gSugar: 42gVitamin A: 150IUVitamin C: 5mgCalcium: 60mgIron: 1mg
Keyword brown sugar glaze, canned pineapple slices, maraschino cherries, pineapple upside down cake
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