Mad Men: Pineapple Upside Down Cake Recipe

Name: Mad Men: Pineapple Upside Down Cake
Prep time: 15 min
Cook time: 30 min
Total time: 45 min
Yield: 4 servings
Ingredients: 5 tablespoons butter; 3/4 cup brown sugar; 8 slices canned pineapple slices; pecan halves, for decorating; maraschino cherries, for decorating; 10 tablespoons butter; 1 1/2 cups granulated sugar; 2 large eggs; 2 cups all-purpose flour; 3 teaspoons baking powder; 1 teaspoon salt; 1/2 cup buttermilk; 1/4 cup syrup from pineapple can; 1 teaspoon vanilla extract

Servings: persons

5 tablespoons butter
3/4 cup brown sugar
8 slices canned pineapple slices
pecan halves, for decorating
maraschino cherries, for decorating
10 tablespoons butter
1 1/2 cups granulated sugar
2 large eggs
2 cups all-purpose flour
3 teaspoons baking powder
1 teaspoon salt
1/2 cup buttermilk
1/4 cup syrup from pineapple can
1 teaspoon vanilla extract

1
Line a 10-inch cast-iron skillt with aluminum foil, completely covering the bottom and sides and extending extra foil over edges of pan.
2
Preheat oven to 350F.
3
Make the topping: Place butter in skillet, place skillet in oven and melt butter.
4
As soon as butter is melted, remove and stir in brown sugar, carefully mixing well with a rubber spatula so as not to tear foil.
5
Arrange pineapple slices over butter/sugar spread.
6
Place cherries in center of pineapple and pecans between the slices.
7
In the bowl of an electric mixer, cream butter, adding sugar gradually, and then add eggs and beat well.
8
Stir flour, baking powder and salt together in a small bowl.
9
Combine buttermilk, syrup and vanilla in a small measuring cup.
10
Add flour mixture alternately with buttermilk/syrup mixture, beating well after each addition.
11
Spread batter evently across mixture in skillet.
12
Bake for approximately 45-50 minutes or until toothpick inserted in center of cake comes out clean.
13
Place a large cake plate over pan, and invert to remove.
14
Peel off aluminum foil, pressing back any pineapple that may be stuck to the foil.

1361

kcal

Calories

Fat

174

Carbs

Protein

Fat Carbs Protein

* Per serving · 4 servings · Values may vary.

Tips for the best results

Read through all the steps once before you start and measure out your ingredients first — it makes everything go more smoothly.
Preheat the oven fully and bake on the middle rack for the most even results.
Check for doneness a few minutes early — a toothpick in the center should come out with just a few moist crumbs.
Let it cool before slicing so it sets properly and holds its shape.
Store leftovers in an airtight container in the fridge and enjoy within a few days.

Variations & substitutions

Use a neutral oil or a plant-based spread in place of butter for a dairy-free version.
Brown sugar instead of white sugar adds a deeper, more caramel-like flavor.
Leave out the nuts to make it nut-free, or swap in seeds for a similar crunch.
A good 1:1 gluten-free flour blend works well if you need a gluten-free version.

No specific allergen information. Please check the ingredient list for possible allergens.

My Personal Notes

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How did you like this recipe?

This recipe makes 4 servings. You can adjust the portion size directly on this page.

You need 14 ingredients. The key ingredients include: 5 tablespoons butter, 3/4 cup brown sugar, 8 slices canned pineapple slices, pecan halves, for decorating, and more.

Yes, Mad Men: Pineapple Upside Down Cake falls under the Baking & Desserts category and is a great choice for this type of meal.

Store in an airtight container at room temperature for up to 3–5 days. For longer storage, freeze for up to 3 months — no need to refrigerate or reheat.

That's it — enjoy your meal!

Mad Men: Pineapple Upside Down Cake

Tips for the best results

Variations & substitutions

My Personal Notes

How did you like this recipe?

Frequently Asked Questions