Water → 1-(4-Bromophenyl)-4-(diethylamino)butan-1-one

HRID 70571ノート

反応式

HRID 70571 の反応式
C(NCC)C.[CH2:6]([N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])[CH3:7].[Br:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:25])[CH2:21]CCCl)=[CH:16][CH:15]=1.O>C(#N)C>[Br:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=[O:25])[CH2:21][CH2:7][CH2:6][N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 962WaterHCID 8021DiethylamineHCID 8471TriethylamineHCID 783174'-Bromo-4-chlorobutyrophenone

生成物 1

HCID 128598381-(4-Bromophenyl)-4-(diethylamino)butan-1-one収率 44%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
100 °C

実験手順

Diethylamine (180 mL) and triethylamine (90 mL) were added to a solution of 4′-bromo-4-chlorobutyrophenone (18.13 g) in acetonitrile (90 mL), and the mixture was stirred at 100° C. for one hour. The reaction solution was cooled to room temperature and water was added, followed by extraction with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1→ethyl acetate:methanol:triethylamine=40:4:1) to give 1-(4-bromophenyl)-4-(diethylamino)butan-1-one as a brown oil (9.02 g, 44%).

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe solvent was then evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1→ethyl acetate:methanol:triethylamine=40:4:1)

出典と根拠

ORDレコード
ord-25dba8fe4ef64e2aa82acbaf62b79f06
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

反応ノート

読み込み中…