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

HRID 643998

反応式

HRID 643998 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dd90f2032a8d4d06b81842de02cda08b
出典データセット
uspto-grants-2010_04
特許番号
US07700637B2

関連ノート

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