Cyclohexyl methyl ketone → 1-Cyclohexyl-3-dimethylamino-propenone

HRID 270947Notes

Reaction equation

HRID 270947 reaction equation
[CH3:1][C:2]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=O.C([O:14][CH:15](N(C)C)[N:16]([CH3:18])[CH3:17])(C)(C)C>>[CH3:17][N:16]([C:15](/[CH:1]=[CH:2]/[CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:14])[CH3:18]

Participants

3

Reactant 2

HCID 13207Cyclohexyl methyl ketoneHCID 79885tert-Butoxy bis(dimethylamino)methane

Product 1

HCID 110952411-Cyclohexyl-3-dimethylamino-propenoneYield 93%

Procedure

A mixture of 3.0 g (23.8 mmol) of cyclohexyl methyl ketone and 4.56 g (26.2 mmol) of t-butoxybis(dimethylamino)methane (Bredereck's reagent) was stirred at 60□C overnight. The reaction mixture was then concentrated to give 4.0 g (93% yield) of 1-cyclohexyl-3-dimethylamino-propenone as an orange oil as indicated by 1H NMR. This product was used in the next reaction without any further purification.

Workup

  1. concentrationThe reaction mixture was then concentrated

Sources & evidence

ORD record
ord-3a3f23ec32f84465a1fab219ed0a5fba
Source dataset
uspto-grants-2008_11
Patent number
US07449488B2

Reaction notes

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