p-Fluorophenethylamine → 4-[2-(4-Fluoro-phenyl)-ethylcarbamoyl]-benzenesulfonyl chloride

HRID 643998

반응식

HRID 643998 반응식
[Cl:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9](Cl)=[O:10])=[CH:7][CH:6]=1)(=[O:4])=[O:3].[F:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][CH2:20][NH2:21])=[CH:17][CH:16]=1>C(Cl)Cl>[F:14][C:15]1[CH:23]=[CH:22][C:18]([CH2:19][CH2:20][NH:21][C:9]([C:8]2[CH:12]=[CH:13][C:5]([S:2]([Cl:1])(=[O:4])=[O:3])=[CH:6][CH:7]=2)=[O:10])=[CH:17][CH:16]=1

참가 물질

4

반응물 2

HCID 4653p-FluorophenethylamineHCID 820244-(Chlorosulphonyl)benzoyl chloride

생성물 1

HCID 866098204-[2-(4-Fluoro-phenyl)-ethylcarbamoyl]-benzenesulfonyl chloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

TEA (474 μL, 3.4 mmol), is added dropwise to a suspension of the title A compound, 4-chlorosulfonyl-benzoyl chloride in DCM (10 mL) at −78° C. To this mixture is added p-fluorophenethylamine over 5 min. After another 10 min at −78° C., the solution is allowed to warm to 0° C. and stirring is continued at this temperature for 1 h. The reaction is quenched by adding it to ice-water (30 mL), and the mixture is extracted with DCM (3×10 mL). The combined organic phases are dried over anhydrous magnesium sulfate, filtered, and concentrated under vacuum to obtain the crude product which is chromatographed on silica gel using EtOAc as the eluent to give 4-[2-(4-fluoro-phenyl)-ethylcarbamoyl]-benzenesulfonyl chloride.

후처리

  1. waitis continued at this temperature for 1 h
  2. customThe reaction is quenched
  3. additionby adding it to ice-water (30 mL)
  4. extractionthe mixture is extracted with DCM (3×10 mL)
  5. dry with materialThe combined organic phases are dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum
  8. customto obtain the crude product which
  9. customis chromatographed on silica gel

출처 및 근거

ORD 기록
ord-dd90f2032a8d4d06b81842de02cda08b
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700637B2

연결된 노트

불러오는 중…