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Pineapple Upside-Down Cookies | Cookies Made Easy

Pineapple Upside-Down Cookies

Name: Pineapple Upside-Down Cookies
Prep time: 00:30:00
Cook time: 00:15:00
Total time: 45 min
Yield: 24 cookies
Cuisine: American
Ingredients: 1 cup pineapple tidbits; teaspoons salt; 24 maraschino cherries; 2 tablespoons milk; 1 cup unsalted butter; 2 cups all-purpose flour; 1 cup brown sugar; 1 teaspoon baking powder; cups granulated sugar; 1 tablespoon pineapple juice; 1 large egg; 2 teaspoons vanilla extract

AmericanDessertPineappleVegetarianBakingPartySweet

These delightful Pineapple Upside-Down Cookies transform the beloved classic cake into bite-sized treats. Each cookie features a buttery, brown sugar base topped with caramelized pineapple and a tender, vanilla-infused cookie that perfectly balances sweet and tangy flavors. They're the perfect way to enjoy the nostalgic taste of pineapple upside-down cake in a convenient, handheld form.

Prep Time

30 min

Cook Time

15 min

Serves

24 cookies

Difficulty

medium

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Ingredients

Techniques: creaming butter and sugar, caramelizing, inverting baked goods

Equipment Needed

Mini muffin tin (24 cups)
Mixing bowls
Electric mixer
Small saucepan
Measuring cups and spoons
Wire cooling rack
Baking sheet (for flipping)
Offset spatula

These unique cookies transform the classic pineapple upside-down cake into handheld treats. The process involves creating a caramelized pineapple topping in mini muffin tins, then adding cookie dough and baking. The cookies are flipped while warm to reveal the glistening fruit topping. Follow these steps carefully for perfect results every time.

For a variation, try using different fruits like peaches or apricots in place of pineapple. You can also add a sprinkle of chopped nuts to the caramel layer for added texture. These cookies are best enjoyed within 2-3 days of baking, though they can be gently reheated for 10 seconds in the microwave to restore their just-baked texture.

Pineapple Upside-Down Cookies

Recipe Assistant

Ingredients

Equipment Needed

Step 1: Make sure to grease the muffin cups thoroughly to prevent sticking.

Step 2: The mixture should be smooth with no sugar granules visible.

Step 3: Arrange the pineapple pieces in a single layer for even caramelization.

Step 4: Proper creaming incorporates air into the dough, creating a tender cookie texture.

Step 5: Make sure the egg is fully incorporated before moving to the next step.

Step 6: Whisking dry ingredients separately ensures even distribution of leavening agents.

Step 7: Avoid overmixing to prevent tough cookies.

Step 8: Leave a small margin around the edges to allow for spreading during baking.

Step 9: Rotate the pan halfway through baking for even browning.

Step 10: This flipping step is crucial - do it while the cookies are still warm to ensure clean release.

Step 11: Use a small offset spatula to gently loosen any stuck pieces.

Step 12: The caramelized topping will soften slightly during storage, enhancing the flavor.

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