2-Phenylacetophenone → 3-(Dimethylamino)-1,2-diphenyl-2-propen-1-one

HRID 1271260Notes

Reaction equation

HRID 1271260 reaction equation
[C:1]1([C:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>>[CH3:18][N:19]([CH3:21])[CH:20]=[C:9]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:8]

Participants

3

Reactant 2

HCID 99482-PhenylacetophenoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 865033-(Dimethylamino)-1,2-diphenyl-2-propen-1-one

Procedure

25.00 g of benzyl phenyl ketone was mixed with 92 ml of N,N-dimethylformamide dimethyl acetal and then heated at reflux for one hour. Almost all of N,N-dimethylformamide dimethyl acetal was evaporated under reduced pressure and the deposited crystal was washed with diethyl ether. After drying, 31.40 g of the desired compound was obtained as a pale yellow crystal having a melting point of 128 to 130° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for one hour
  3. customAlmost all of N,N-dimethylformamide dimethyl acetal was evaporated under reduced pressure
  4. washthe deposited crystal was washed with diethyl ether
  5. customAfter drying

Sources & evidence

ORD record
ord-8c96f4b5179b44e79fe01c31e67a8d6a
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

Loading…