Print
clock clock iconcutlery cutlery iconflag flag iconfolder folder iconinstagram instagram iconpinterest pinterest iconfacebook facebook iconprint print iconsquares squares iconheart heart iconheart solid heart solid icon
Collage of two cakes for bridal shower

Pineapple Upside Down Cake

5 Stars 4 Stars 3 Stars 2 Stars 1 Star No reviews
  • Author: Megan Keno
  • Prep Time: 25 minutes
  • Cook Time: 20 minutes
  • Total Time: 45 minutes
  • Yield: 24 1x
  • Category: Dessert
  • Method: Oven
  • Cuisine: American

Description

This was adapted from The Unofficial MadMen Cookbook. The original recipe is for a single, large cake, but I have made a few changes for individual cheesecake pan (with removeable bottoms).

Ingredients

Units Scale

For the Topping:

  • 5 Tbsp butter
  • 3/4 cup light brown sugar
  • 1 16 oz can crushed pineapple, drained, juice reserved
  • ~6 maraschino cherries, drained, chopped

For the cake:

  • 10 Tbsp butter
  • 1 1/2 cup granulated sugar
  • 2 large eggs (room temperature)
  • 2 cups all-purpose flour
  • 3 tsp baking powder
  • 1 tsp salt
  • 1/2 cup buttermilk
  • 1/4 cup juice from pineapple can
  • 1 tsp vanilla extract

Instructions

  1. Preheat the oven to 350 degrees.
  2. Make the topping. Melt 5 Tbsp butter over medium heat. When fully melted, sprinkle the brown sugar over and stir to combine. Cook until just barely starts to bubble.
  3. Add in the crushed pineapple and diced cherries. Stir to combine and cook for about 2 minutes. Turn off the heat and let cool as you prepare the cake.
  4. Grease. Your. Pan. No, that is not what she said. No, you may not skip this. Take some time, get messy, grease (with shortening, fatty) and flour. Do it.
  5. In the bowl of an electric mixer, cream together remaining butter and sugar. Add eggs, one at a time, allowing them to fully incorporate between additions.
  6. In a small bowl, sift** together flour, baking powder, and salt.
  7. In another small bowl, whisk together buttermilk, juice, and vanilla.
  8. Alternate the flour and liquid mixtures to the butter mixture, starting and ending with the dry ingredients. Mix just to combine.
  9. In the bottom of each mini pan cubby, spoon a small amount of topping, just to cover the bottom. You will have just enough. Tap the tray to level the mixture.
  10. On top, add batter to fill the cubbies about halfway. Bake for about 20 minutes, or until a toothpick comes out clean (check just the cake, not the topping).
  11. Let the cakes cool slightly in the pan, then invert and let cool the rest of the way on wire rack. If you let it cool completely in the mini pan (or big pan, for that matter), the topping will stick and then be ugly. And the mid-century housewives were Never. Ugly.
  12. ENJOY!!

Notes

**Sifting is for chumps. Just put it in a bowl and whisk it together. Just as good.

You Can. Not. Skip. Greasing the pan. Seriously. Don’t skip it. You will regret it. Also, it won’t be pretty.

Adapted from the Unofficial Mad Men Cookbook

Find it online: https://homemadehome.com/a-bridal-shower-recap-from-kvetchin-kitchen/