Triethylamine → alpha-Pivaloyl-alpha-[4-(3-hydroxypropyl)pyrazolyl]-2-chloroacetanilide

HRID 1886309

반응식

HRID 1886309 반응식
[OH:1][CH2:2][CH2:3][CH2:4][C:5]1[CH:6]=[N:7][NH:8][CH:9]=1.C(N(CC)CC)C.Br[C:18]([C:29](=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31])([Cl:28])[C:19]([NH:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)=[O:20]>C(Cl)(Cl)Cl>[C:29]([C:18]([C:6]1[C:5]([CH2:4][CH2:3][CH2:2][OH:1])=[CH:9][NH:8][N:7]=1)([Cl:28])[C:19]([NH:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:20])(=[O:34])[C:30]([CH3:33])([CH3:32])[CH3:31]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 35783843-(1H-pyrazol-4-yl)propan-1-olHCID 19875675alpha-Bromo-2-pivaloyl-2-chloroacetanilide

생성물 1

HCID 178447087alpha-Pivaloyl-alpha-[4-(3-hydroxypropyl)pyrazolyl]-2-chloroacetanilide수율 87.4%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

56.7 g of 4-(3-hydroxypropyl)pyrazole and 45.5 g of triethylamine were dissolved in 500 ml of chloroform and, under cooling with ice, a solution of 88.8 g of α-bromo-2-pivaloyl-2-chloroacetanilide in 300 ml of chloroform was dropwise added thereto in about 1 hour. After completion of the dropwise addition, the solution was stirred for 2 hours, and the reaction solution was washed twice with 300 ml of dilute hydrochloric acid, then twice with 500 ml of water. The reaction solution was dried with anhydrous sodium sulfate, concentrated, and purified by silica gel chromatography to obtain 88.2 g of oily α-pivaloyl-α-[4-(3-hydroxypropyl)pyrazolyl]-2-chloroacetanilide. (Yield: 78%)

후처리

  1. temperatureunder cooling with ice
  2. additionAfter completion of the dropwise addition
  3. washthe reaction solution was washed twice with 300 ml of dilute hydrochloric acid
  4. dry with materialThe reaction solution was dried with anhydrous sodium sulfate
  5. concentrationconcentrated
  6. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-610ee9c4254941dbac0af0a4b1cf4cb2
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05151356

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