Chloroacetyl chloride → 2-chloro-N-(2,4-difluorophenyl)acetamide

HRID 1094718노트

반응식

HRID 1094718 반응식
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].C(N(CC)CC)C.[Cl:17][CH2:18][C:19](Cl)=[O:20]>C(Cl)Cl>[Cl:17][CH2:18][C:19]([NH:4][C:3]1[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=1[F:1])=[O:20]

참가 물질

5

반응물 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 97092,4-Difluoroaniline

생성물 1

HCID 7358542-chloro-N-(2,4-difluorophenyl)acetamide수율 84%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cooled (0° C.) solution of 2,4-difluoroaniline, (1.5 g, 11.6 mmol) in DCM (50 mL) was added triethylamine (1.9 mL, 13.9 mmol) followed by 2-chloroacetyl chloride (1.0 mL, 12.8 mmol). The reaction was warmed to RT and stirred for 2 h. The reaction mixture was concentrated, redissolved in EtOAc (50 mL) and washed with brine (50 mL). The organic layer was dried over anhydrous Na2SO4 and concentrated to yield 2.2 g of crude product which was further purified by flash column chromatography using 1:1 EtOAc:hexanes as the eluent. 2.0 g of 2-chloro-N-(2,4-difluorophenyl)acetamide, (yield: 84%) was isolated.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. dissolutionredissolved in EtOAc (50 mL)
  3. washwashed with brine (50 mL)
  4. dry with materialThe organic layer was dried over anhydrous Na2SO4
  5. concentrationconcentrated
  6. customto yield 2.2 g of crude product which
  7. customwas further purified by flash column chromatography

출처 및 근거

ORD 기록
ord-2c25e8cc92464de39c9046d7761104d9
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08133998B2

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