2-Fluoroaniline → 3-chloro-N-(2-fluorophenyl)propanamide

HRID 1521670노트

반응식

HRID 1521670 반응식
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[Cl:9][CH2:10][CH2:11][C:12](Cl)=[O:13]>O1CCCC1.N1C=CC=CC=1.O>[Cl:9][CH2:10][CH2:11][C:12]([NH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[F:1])=[O:13]

참가 물질

6

반응물 2

HCID 95842-FluoroanilineHCID 693643-Chloropropionyl chloride

생성물 1

HCID 42560293-chloro-N-(2-fluorophenyl)propanamide

시약·촉매·용매 3

HCID 962Water용매HCID 1049Pyridine용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 2-fluoroaniline (20.00 g, 180.0 mmol) in tetrahydrofurane (100 mL) and pyridine (22 mL) was stirred for 15 min, and then 3-chloropropionyl chloride (25.14 g, 198 mmol) in tetrahydrofurane (50 ml) was added at 0° C. The mixture was stirred for 18 h at room temperature under inert atmosphere. After completion of the reaction, the mixture was diluted with water. The aqueous layer was separated and extracted with diethylether. The collected organic parts were washed with water and brine, then dried over Na2SO4, filtered and concentrated under vacuum to afford the title compound (white solid). This intermediate was used directly in the next step without further purification and characterization.

후처리

  1. customAfter completion of the reaction
  2. customThe aqueous layer was separated
  3. extractionextracted with diethylether
  4. washThe collected organic parts were washed with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-c7b1e0deeb154d20bd775617967711c0
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073929B2

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