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

HRID 921966노트

반응식

HRID 921966 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 the 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 and were then dried over Na2SO4, filtered and concentrated under vacuum to afford the title compound as a white solid. This intermediate was used directly in the next step without further purification and characterization.

후처리

  1. customAfter the 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 materialwere then dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-69c6041e9f6c445e88670bdd375e20a8
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09278093B2

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