3',4',5'-Trimethoxyacetophenone → 3-(Dimethylamino)-1-(3,4,5-trimethoxyphenyl)prop-2-EN-1-one

HRID 976263Notes

Reaction equation

HRID 976263 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)=[O:3].C(O[CH:19](OCC)[N:20]([CH3:22])[CH3:21])C>>[CH3:19][N:20]([CH3:22])[CH:21]=[CH:1][C:2]([C:4]1[CH:5]=[C:6]([O:14][CH3:15])[C:7]([O:12][CH3:13])=[C:8]([O:10][CH3:11])[CH:9]=1)=[O:3]

Participants

3

Reactant 2

HCID 143453',4',5'-TrimethoxyacetophenoneHCID 70913Dimethylformamide diethylacetal

Product 1

HCID 539569023-(Dimethylamino)-1-(3,4,5-trimethoxyphenyl)prop-2-EN-1-one

Procedure

0.5 g (2.38 mmol) of 3,4,5-trimethoxyacetophenone is stirred in 2.7 ml of dimethylformamide diethylacetal for 96 h at 110°. After cooling to 0°, filtering and drying, 3-dimethylamino-1-(3,4,5-trimethoxy-phenyl)-2-propen-1-one is obtained; 1H-NMR (DMSO): 2.9 (3H,s), 3.1 (3H,s), 3.7 (3H,s), 3.85 (6H,s), 5.83 (1H,d), 7.19 (2H,s), 7.7 (1H,d).

Workup

  1. temperatureAfter cooling to 0°
  2. filtrationfiltering
  3. customdrying

Sources & evidence

ORD record
ord-0a1eb0a5f5d94e08b343c7cbc0e9dbe5
Source dataset
uspto-grants-1997_03
Patent number
US05612340

Reaction notes

Loading…