
- 3 oz. (6 Tbs.) unsalted butter, softened
- 1 small sweet onion, such as Vidalia, coarsely chopped (about 1-1/4 cups)
- 2 medium cloves garlic, coarsely chopped
- 1 large sprig fresh thyme
- 1/2 cup dry white wine (optional)
- 2 14-oz. cans diced fire-roasted tomatoes and their juice
- 2 cups lower-salt chicken broth
- Kosher salt and freshly ground black pepper
- 8 slices country white sandwich bread
- 8 slices deli ham, preferably Black Forest
- 2 Tbs. Dijon mustard
- 1/2 cup heavy cream
- 4 oz. sharp Cheddar, finely grated (2 cups using a rasp grater)
Position a rack in the center of the oven. Put a baking sheet on the rack and heat the oven to 400°F.
Melt 2 Tbs. of the butter in a 3-quart saucepan over medium-low heat. Add the onion, garlic, and thyme and cook, stirring occasionally, until the onion softens, about 5 minutes.
Turn the heat to medium high, add the wine, if using, and cook until reduced by half, about 3 minutes.
Add the tomatoes, chicken broth, 1 tsp. salt, and 1/2 tsp. pepper and bring to a boil. Lower the heat, cover, and simmer, stirring occasionally, for 10 minutes to meld the flavors.
Meanwhile, make 4 sandwiches with the bread, ham, and mustard. Butter the outsides of the sandwiches with the remaining 4 Tbs. butter and transfer to the hot baking sheet. Bake, flipping once, until golden-brown on both sides, 6 to 10 minutes.
Remove the thyme sprig from the soup and blend the soup with an immersion blender or in batches in a blender until smooth, about 2 minutes. Return the soup to the pot, stir in the cream, and bring just to a simmer over medium heat. Reduce the heat to low and stir in the cheese, a handful at a time, until melted. Season to taste with salt and pepper.
Serve the soup with the sandwiches.
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