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Special equipment: three 6-inch cake pans; a convection oven.
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Preheat a convection oven to 350 degrees F. Whisk the vinegar into the milk in a medium bowl and set it aside to curdle for 5 minutes.
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Add the granulated sugar, oil and vanilla to the milk mixture and beat by hand with a whisk until foamy.
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Sift together the flour, cocoa, baking soda, baking powder and salt in a large bowl.
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Add the dry ingredients to the wet ingredients in 2 batches, beating with an electric mixer fitted with a whisk attachment until no lumps.
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Grease three 6-inch cake pans with nonstick cooking spray.
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Divide the batter among them and bake until a toothpick inserted in the center of each cake comes out clean, about 20 minutes
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Let cool slightly, then remove the cakes from the pans.
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Cool the cakes in the refrigerator for 30 minutes.
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Soak the cake rounds with Coffee Simple Syrup by brushing about 1/3 cup onto each layer as you build the cake.
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To build: Spread the White Chocolate Buttercream on one soaked cake round, then add a heavy drizzle of Caramel Sauce.
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Add a second layer and repeat.
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Add the last layer and frost the whole cake with White Chocolate Buttercream.
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Add the sugar to a small saucepan fitted with a lid.
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Pour in the coffee and stir.
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Bring the mixture to a rolling boil over medium heat, stirring constantly, until sugar completely dissolves.
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Turn off the heat.
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Cover immediately and let cool for 15 minutes.
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Put the white chocolate chips in a metal bowl.
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Bring the granulated sugar and 3 cups water to a boil in a large saucepan.
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Reduce the heat.
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Mix the cornstarch with 1 cup of water in a small bowl to combine.
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Stir it into the sugar mixture.
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Bring to a boil.
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Pour the sugar mixture over the white chocolate.
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Stir by hand with a whisk to combine.
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As mixture cools, stir 2 more times over the next 40 minutes.
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Let cool to room temperature.
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Transfer to the bowl of an electric mixer fitted with a whisk attachment, add the butter and vanilla and mix until light and fluffy.
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Combine the light brown sugar, butter, evaporated milk, vanilla and salt in a small saucepan over medium heat.
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Cook, stirring, until thickened.