Dimethylformamide dimethyl acetal → 1-(3,4-Difluorophenyl)-3-(dimethylamino)prop-2-en-1-one

HRID 878503Notes

Reaction equation

HRID 878503 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[F:8].[CH3:12][N:13]([CH:15](OC)OC)[CH3:14]>>[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])/[CH:10]=[CH:12]/[N:13]([CH3:15])[CH3:14])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 1230521-(3,4-Difluorophenyl)ethan-1-one

Product 1

HCID 637061161-(3,4-Difluorophenyl)-3-(dimethylamino)prop-2-en-1-oneYield 84%

Procedure

The title compound was prepared in 84% yield from 1-(3,4-difluorophenyl)ethanone and DMF-DMA according to the procedure for the preparation of Example 12, part A. 1H NMR (400 MHz, CDCl3): δ 2.93 (3H, s), 3.16 (3H, s), 5.62 (1H, d, J=12.0 Hz), 7.13-7.20 (1H, m), 7.63-7.76 (2H, m), 7.83 (1H, d, J=12.0 Hz).

Sources & evidence

ORD record
ord-a505ec6b825847298f7be017d57ea2bb
Source dataset
uspto-grants-2015_03
Patent number
US08987461B2

Reaction notes

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