반응 #556337

반응 방정식

1,3-dipyrrolidinoandrosta-3,5-diene-17one

formalin

sulfuric acid

→

6-hydroxymethyl-androsta-1,4-diene-3,17 dione

용매

dichloromethane

반응 조건

후처리

1. 1
   기타g at room temperature
2. 2
   기타Accordingly, an organic layer is formed
3. 3
   세척which is washed with 2% sulfuric acid and 1:1 water/brine
4. 4
   기타crystallizes as toluene exchange transpires
5. 5
   기타Said product is collected
6. 6
   세척washed
7. 7
   기타dried

실험 절차

The resulting 1,3-dipyrrolidinoandrosta-3,5-diene-17one is then mixed in amount of 1 equivalent, with 2.6 equivalents formalin (formaldehyde) in 10 ml dichloromethane/g at room temperature. The reaction mixture is then acidified to a pH of about 2 with 2% sulfuric acid solution. Accordingly, an organic layer is formed, which is washed with 2% sulfuric acid and 1:1 water/brine. Solvent exchange into toluene (approximately 10 ml/g) is then carried out wherein the product crystallizes as toluene exchange transpires. Said product is collected washed and dried to provide 6-hydroxymethyl-androsta-1,4-diene-3,17 dione. One of ordinary skill in the art can further modify the stereochemistry at position 6, if so desired by employing known techniques in the art.

출처