(Diethylamino)sulfur trifluoride → 1-Cyclohex-3-enyl-pyrrolidin-2-one

HRID 2235233Notes

Reaction equation

HRID 2235233 reaction equation
O[C@H:2]1[CH2:7][CH2:6][C@H:5]([N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])[CH2:4][CH2:3]1.CCN(S(F)(F)F)CC>>[CH:5]1([N:8]2[CH2:12][CH2:11][CH2:10][C:9]2=[O:13])[CH2:6][CH2:7][CH:2]=[CH:3][CH2:4]1

Participants

3

Reactant 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 178516224HCID 178516224, compound

Product 1

HCID 592993261-Cyclohex-3-enyl-pyrrolidin-2-oneYield 26%

Procedure

Using trans-1-(4-hydroxy-cyclohexyl)-pyrrolidin-2-one (6.0 g, 0.03 mol Preparation 14)) and DAST (8.6 mL, 0.06 mol) and purification by chromatography on silica gel, obtain the title compound as a clear oil (1.29 g, 26%). MS (EI) m/z=165 (M+).

Sources & evidence

ORD record
ord-a0bdcf4be71548998ac9147aab0a7e3c
Source dataset
uspto-grants-2010_05
Patent number
US07713979B2

Reaction notes

Loading…