Chlorosuccinimide → 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene

HRID 1639524ノート

反応式

HRID 1639524 の反応式
[C:1]([NH:8][C:9]1[S:10][CH:11]=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[Cl:20]N1C(=O)CCC1=O>ClCCl>[C:1]([NH:8][C:9]1[S:10][C:11]([Cl:20])=[CH:12][C:13]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

参加物

4

反応物 2

HCID 31398ChlorosuccinimideHCID 589118012-(N-Boc-amino)-3-phenyl-thiophene

生成物 1

HCID 589117542-(N-Boc-amino)-5-chloro-3-phenyl-thiophene収率 66.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To 2-(N-Boc-amino)-3-phenyl-thiophene (89 mg, 0.32 mmol) in dichloromethane (4 ml) at 0° C. was slowly added N-chlorosuccinimide (48 mg, 0.36 mmol), and the mixture allowed warm to ambient temperature for 16 hr. The mixture was diluted with dichloromethane, washed with water, and the organic phase concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 66%).

後処理

  1. customat 0° C.
  2. washwashed with water
  3. concentrationthe organic phase concentrated in vacuo

出典と根拠

ORDレコード
ord-cba25e849d204f5f8a3ba379e1775efe
出典データセット
uspto-grants-2012_02
特許番号
US08110568B2

反応ノート

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