反応 #556337

反応方程式

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

formalin

sulfuric acid

→

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

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他g at room temperature
2. 2
   その他Accordingly, an organic layer is formed
3. 3
   洗浄which is washed with 2% sulfuric acid and 1:1 water/brine
4. 4
   その他crystallizes as toluene exchange transpires
5. 5
   その他Said product is collected
6. 6
   洗浄washed
7. 7
   その他dried

実験手順

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.

出典