반응 #361486

ord-67b12edc56e74af48a3a7e25056f902f

반응 방정식

CCCCCC.CCOC(C)=O
hexane ethyl acetate
C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3[C@@H](O)CC(=O)[C@@]3(C)CC[C@@H]12
15α-hydroxyandrost-4-ene-3,17-dione
Sc1ccccc1
thiophenol
C=O
formaldehyde
→
C[C@]12CCC(=O)C(CSc3ccccc3)=C1CC[C@H]1[C@@H]3[C@@H](O)CC(=O)[C@@]3(C)CC[C@@H]12
15α-hydroxy-4-(phenylthiomethyl)androst-4-ene-3,17-dione

반응물

CCCCCC.CCOC(C)=O
hexane ethyl acetate
C[C@]12CCC(=O)C=C1CC[C@H]1[C@@H]3[C@@H](O)CC(=O)[C@@]3(C)CC[C@@H]12
15α-hydroxyandrost-4-ene-3,17-dione
Sc1ccccc1
thiophenol
C=O
formaldehyde

시약

없음

용매

OCCN(CCO)CCO
triethanolamine

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

15 g of 15α-hydroxyandrost-4-ene-3,17-dione is reacted analogously to Example 6(a) with thiophenol and formaldehyde in triethanolamine. Chromatography of the crude product on silica gel with a hexane-ethyl acetate gradient yields 11 g of 15α-hydroxy-4-(phenylthiomethyl)androst-4-ene-3,17-dione as a foam.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05389624uspto-grants-1995_02