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old fashioned pineapple upside down cake

(1 rating)
Elaine55 avatar
Recipe by
Elaine Bovender
@Elaine55
Wilmington, NC

This is an older recipe that makes a moist, buttery and delicious cake.

(1 rating)
yield serving(s)
prep time 10 Min
cook time 30 Min
method Bake

Ingredients For old fashioned pineapple upside down cake

  • 1 stick
    butter, melted
  • 1/2 c
    brown sugar, packed
  • 1 can
    sliced pineapple, 20 ounce size
  • CAKE:
  • 1 stick
    butter, softened
  • 2 lg
    eggs at room temperature
  • 3/4 c
    sugar
  • 1 tsp
    pure vanilla extract
  • 1 1/2 c
    self-rising flour, sifted first, then measured
  • 1/2 c
    whole milk

How To Make old fashioned pineapple upside down cake

  • 1
    Preheat oven to 350 degrees.
  • 2
    In a cast iron skillet or other oven-proof skillet, melt one stick of butter. Remove from heat and evenly sprinkle brown sugar. Spread pineapple slices over the brown sugar. This may not take the entire can. I usually have a couple of slices left over. Set aside.
  • 3
    Cream together softened butter, eggs, and sugar until light and fluffy. Add vanilla and mix well.
  • 4
    Add flour alternately with milk, beginning and ending with the flour. Mix this by hand, do not use a mixer at this point. Once flour and milk have been incorporated into the creamed mixture, use the mixer for just about 10 seconds.
  • 5
    Spoon batter over pineapples and smooth out with spatula. Bake for about 30 minutes. Remove from oven and loosen sides with a small knife. Remove cake by flipping the pan over onto a serving plate. HINT: I usually line a pizza pan with parchment paper and flip my pan over onto the pizza pan. When my cake is cooled, I carefully transfer it over to a serving plate. This reduces the chance that I'll miss the plate when flipping out of the pan.
  • 6
    Serve warm or at room temperature. Cover with plastic wrap and store in the refrigerator.
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