Pineapple Upside Down Cake
Edra's infamous cake!
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Total Time
1 hr
Total Time
1 hr
For the Cake
  1. 1 Box yellow cake mix
  2. 1 1/4 C pineapple juice strained from pineapple's can
  3. 1/2 C butter at room temperature
  4. 3 eggs
  5. 1tsp cinnamon
  6. 1/2 tsp vanilla
For the topping
  1. Butter
  2. 1/2 C packed brown sugar
  3. 9-15 slices of pineapple from 2 - 14oz cans
  4. 9-15 maraschino cherries, stems removed
  1. 1. Preheat oven to 350 degrees.
  2. 2. Butter the bottom and sides of a 9" inch baking pan.
  3. 3. Arrange a piece of parchment paper cut to size inside the pan.
  4. 4. Apply more butter to the topside. Then coat with the brown sugar.
  5. 5. Arrange the pineapple rings to cover the bottom and sides of the pan.
  6. 6. Place a cherry inside each of the pineapple rings.
For the cake batter
  1. 1. Place the cake mix inside of a large mixing bowl.
  2. 2. Add pineapple juice, butter, eggs, cinnamon, and 1/2tsp vanilla.
  3. 3. Mix with a mixer, hand mixer or spoon until combined.
  4. 4. Pour 1/2 of the batter, about 2 cups, into the prepared pan.
  5. 5. Bake for 45-50 minutes, or until a toothpick inserted in the center comes out clean.
  6. 6. Immediately place a heat safe plate or tray over the pan and flip over to remove.
  7. 7. Let sit for a moment so that the brown sugar mixture has a chance to drizzle over the cake.
  8. 8. Remove from pan.
  9. 9. Eat!
  1. You can make a second cake out the left over batter, if you desire.
  2. Edra usually makes a 5 tier version of this cake, which uses just under 8 boxes of mix. Which would mean multiplying this recipe by 8. She has scaled it down here for one 9 inch cake.
Inside the Artist's Kitchen

Published by Kristina

Hey, I'm Kristina, I write most of the posts around here. I'm an artist, lighting designer, native Vermonter, pancake maker, bread baker, and now writer. I get far more excited about real maple syrup than anyone should.

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  1. Hi there! I am interested in making a multi-tiered pineapple upsidedown cake, and I was wondering what kind of support you put into yours. Any information would be appreciated. Thanks!

    1. Hi Heather! This specific cake does not use support. It is pretty dense and seems to hold up very well. If you are still weary you can use cake dowels as support, and you can google it, but I just did really quickly and found this tutorial with photos: While they make a different cake, you can get the gist of supporting yours.) Good Luck with your Pineapple cake!

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