Reaktion #1005592

ord-b1f80ff7102e4fc786b2d7e146511d67

Reaktionsgleichung

CC(=O)CO[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CCl
21 -chloro-11β,17-dihydroxy-16α-(2-oxopropoxy)pregna-1,4-diene-3,20-dione
CS(=O)(=O)Cl
methanesulfonyl chloride
Cl
hydrochloric acid
→
CC(=O)CO[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]2(C)[C@@]1(O)C(=O)CCl
title compound
CC(=O)CO[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]2(C)[C@@]1(O)C(=O)CCl
21-Chloro-17-hydroxy-16α-(2-oxopropoxy)-pregna-1,4,9(11)-triene-3,20-dione

Edukte

CC(=O)CO[C@@H]1C[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CCl
21 -chloro-11β,17-dihydroxy-16α-(2-oxopropoxy)pregna-1,4-diene-3,20-dione
CS(=O)(=O)Cl
methanesulfonyl chloride
Cl
hydrochloric acid

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
dimethylformamide
c1ccncc1
pyridine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with chloroform
  2. 2
    TrocknenThe chloroform solution is dried
  3. 3
    Sonstigeevaporated

Vorschrift

A solution of 21 -chloro-11β,17-dihydroxy-16α-(2-oxopropoxy)pregna-1,4-diene-3,20-dione (10 mmoles) in 40 ml of dimethylformamide and 20 ml of pyridine is stirred at 0°C for 75 minutes with 10 ml of methanesulfonyl chloride. The mixture is poured into cold, dilute hydrochloric acid and extracted with chloroform. The chloroform solution is dried and evaporated to give the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US03971773uspto-grants-1976_07