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Pineapple Upside-Down Layer Cake

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By Annalise Sandberg
Updated Jul 21, 2023
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Just when you thought you couldn’t love pineapple upside-down cake any more, we went and added another layer to it (and whipped topping!).

Pineapple Upside-Down Layer Cake

  • Prep Time 30 min
  • Total 2 hr 45 min
  • Servings 10
  • Ingredients 12
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Ingredients

Cake

Whipped Cream Topping

  • 1 cup heavy whipping cream
  • 1/4 cup granulated sugar
  • 1/2 teaspoon vanilla
  • 1/4 cup chopped walnuts, if desired
  • Additional maraschino cherries, if desired

Instructions

  • Step 
    1
    Heat oven to 350°F (325°F for dark or nonstick pans). Spray bottoms and sides of 2 (9-inch) round cake pans with cooking spray.
  • Step 
    2
    Divide melted butter between pans; spread to completely cover bottoms of pans. Sprinkle 1/4 cup brown sugar evenly over melted butter in each pan. Arrange 6 pineapple slices on brown sugar in each pan. Place cherry in center of each pineapple slice. Set aside.
  • Step 
    3
    In large bowl, beat cake mix, oil, eggs and 1 cup reserved pineapple juice with electric mixer on medium speed 2 minutes, scraping bowl occasionally. Divide batter between pans; spread evenly.
  • Step 
    4
    Bake 29 to 33 minutes or until toothpick inserted in center comes out clean. Cool 10 minutes. Run knife around edges of pans to loosen cakes; carefully remove from pans to cooling racks. Cool completely, about 1 hour.
  • Step 
    5
    In chilled medium bowl, beat whipping cream, granulated sugar and vanilla with electric mixer on high speed until stiff peaks form. Place 1 cake layer on serving plate. Spread 1 cup of the whipped cream on top. Carefully place second cake layer on top. Top with remaining whipped cream, walnuts and additional cherries.
  • Step 
    6
    Refrigerate 30 minutes to firm up before serving. Store loosely covered in refrigerator.

Nutrition

470 Calories
22g Total Fat
4g Protein
63g Total Carbohydrate
44g Sugars

Nutrition Facts

Serving Size: 1 Serving
Calories
470
Calories from Fat
200
Total Fat
22g
34%
Saturated Fat
10g
48%
Trans Fat
0g
Cholesterol
95mg
32%
Sodium
360mg
15%
Potassium
150mg
4%
Total Carbohydrate
63g
21%
Dietary Fiber
0g
0%
Sugars
44g
Protein
4g
% Daily Value*:
Vitamin A
10%
10%
Vitamin C
6%
6%
Calcium
15%
15%
Iron
8%
8%
Exchanges:
1 Starch; 1/2 Fruit; 2 1/2 Other Carbohydrate; 0 Skim Milk; 0 Low-Fat Milk; 0 Milk; 0 Vegetable; 0 Very Lean Meat; 0 Lean Meat; 0 High-Fat Meat; 4 1/2 Fat;
Carbohydrate Choice
4
*Percent Daily Values are based on a 2,000 calorie diet.

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