Reaktion #1980522

ord-139b2fa36bfd49e7a555d2dc3af945de

Reaktionsgleichung

COC(=O)[C@H]1CC[C@H](C(N)=S)CC1
trans-4-thiocarbamoyl-cyclohexanecarboxylic acid methyl ester
COC(C)(OC)N(C)C
N,N-dimethylacetamide dimethyl acetal
→
COC(=O)[C@H]1CC[C@H](C(=S)N=C(C)N(C)C)CC1
title compound
Ausbeute 93.0%
COC(=O)[C@H]1CC[C@H](C(=S)N=C(C)N(C)C)CC1
trans-4-[1-Dimethylamino-ethylidenethiocarbamoyl]-cyclohexanecarboxylic acid methyl ester
Ausbeute 93.0%

Edukte

COC(=O)[C@H]1CC[C@H](C(N)=S)CC1
trans-4-thiocarbamoyl-cyclohexanecarboxylic acid methyl ester
COC(C)(OC)N(C)C
N,N-dimethylacetamide dimethyl acetal

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvent was evaporated

Vorschrift

A mixture of trans-4-thiocarbamoyl-cyclohexanecarboxylic acid methyl ester (0.72 g, 3.6 mmol) and N,N-dimethylacetamide dimethyl acetal (0.95 g, 7.2 mmol) was stirred at room temperature over night. The solvent was evaporated. Flash-chromatography with n-heptane/ethyl acetate as eluent gave the title compound (0.90 g, 93%) as yellow oil. MS m/e: 271 ([M+H]+)

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08513238B2uspto-grants-2013_08