INGREDIENTS
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Nonstick vegetable cooking spray
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4 ounces bittersweet chocolate
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1 cup red wine, such as cabernet sauvignon
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1/3 cup whole milk
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1 3/4 cups granulated sugar
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2/3 cup (10 2/3 tablespoons) unsalted butter, at room temperature
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3 large eggs, slightly beaten
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2 1/4 cups all-purpose flour
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1 box (.3 ounce) sugar-free black cherry gelatin
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1/4 cup unsweetened cocoa powder
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2 teaspoons baking powder
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1/2 teaspoon baking soda
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1/2 teaspoon salt
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2 tablespoons unsalted butter, at room temperature
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1/2 cup red wine, such as cabernet sauvignon
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1 cup confectioners' sugar, plus more for serving
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1/2 teaspoon pure vanilla extract