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

HRID 70571노트

반응식

HRID 70571 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
100 °C

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-25dba8fe4ef64e2aa82acbaf62b79f06
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822503B2

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