Sodium hydride → N-(3,4-dichlorophenyl)glycine Iso-butyl Ester

HRID 23045

反応式

HRID 23045 の反応式
C(NC1C=CC=CC=1)(OC(C)(C)C)=O.[H-].[Na+].BrCC(OCC(C)C)=O.[CH2:26]([O:30][C:31](=[O:49])[CH2:32][N:33](C(OC(C)(C)C)=O)[C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[C:36]([Cl:41])[CH:35]=1)[CH:27]([CH3:29])[CH3:28]>C1COCC1>[CH2:26]([O:30][C:31](=[O:49])[CH2:32][NH:33][C:34]1[CH:39]=[CH:38][C:37]([Cl:40])=[C:36]([Cl:41])[CH:35]=1)[CH:27]([CH3:29])[CH3:28]

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 137930t-Butyl carbanilateHCID 5219062-Methylpropyl 2-bromoacetateHCID 54479293N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester

生成物 1

HCID 9925559N-(3,4-dichlorophenyl)glycine Iso-butyl Ester

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3,4-Dichloroaniline (Aldrich) was treated with di-tert-butyl dicarbonate (Aldrich) using conventional procedures to produce the N-BOC aniline. The N-BOC aniline was treated with sodium hydride in THF and then with iso-butyl 2-bromoacetate (from Example AD above) to produce the N-BOC N-(3,4-dichlorophenyl)glycine iso-butyl ester. The BOC group was then removed using General Procedure AN above to afford the title compound. The reaction was monitored by tlc on silica gel (Rf=0.78 in 50% EtOAc/hexanes) and purification was by preparative plate chromatography (silica gel using 50% EtOAc/hexanes as the eluant).

後処理

  1. customThe BOC group was then removed

出典と根拠

ORDレコード
ord-2ac91e5641454fa899ee52397056ea0e
出典データセット
uspto-grants-2005_02
特許番号
US06849650B2

関連ノート

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