dough:

1/2 cup milk
2 Tbsp. butter
3/4 tsp. salt

  • combine in saucepan and heat until butter melts
  • set aside to cool

1/3 cup warm water
2 tsp. active dry yeast
1 1/2 tsp. sugar

  • combine in mixing bowl and set aside until yeast is activated

1 egg
1 tsp. vanilla
3 Tbsp. sugar
2 1/2 cups flour
1 tsp. vegetable oil

  • add milk mixture, egg, vanilla, and sugar to mixing bowl
  • configure mixer with dough hook
  • slowly add flour while mixing until a smooth dough forms
  • increase speed to medium and mix for 10 minutes
  • oil bowl and add dough, turning to coat
  • cover with damp towel and rise until doubled, about 2 hours

filling:

9 oz. chocolate chips
2 Tbsp. butter

  • microwave in 30 second bursts, mixing between each burst, until chocolate is melted
  • divide dough in half and roll each half into a large rectangle
  • spread chocolate mixture over both rectangles then roll up into long tubes
  • twist tubes around each other in a spiral then curve into a ring, pinching ends together to make a circle
  • cover and rise 45 minutes
  • bake at 325°F for 30 minutes, until golden brown

glaze:

1 cup powdered sugar
2 Tbsp. milk

  • add milk one teaspoon at a time, mixing until smooth
  • drizzle over cake