Sodium Hydroxide → 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid

HRID 1161770ノート

反応式

HRID 1161770 の反応式
C([O:3][C:4]([C:6]1([CH2:21][C:22]2[C:27]([Cl:28])=[CH:26][C:25]([O:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)=[CH:24][C:23]=2[Cl:37])[CH2:10][CH2:9][N:8]([CH:11]2[CH2:19][CH2:18][C:14]3[N:15]=[CH:16][NH:17][C:13]=3[CH2:12]2)[C:7]1=[O:20])=[O:5])C.[OH-].[Na+]>CO>[CH2:30]([O:29][C:25]1[CH:26]=[C:27]([Cl:28])[C:22]([CH2:21][C:6]2([C:4]([OH:5])=[O:3])[CH2:10][CH2:9][N:8]([CH:11]3[CH2:19][CH2:18][C:14]4[N:15]=[CH:16][NH:17][C:13]=4[CH2:12]3)[C:7]2=[O:20])=[C:23]([Cl:37])[CH:24]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 686483313-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid ethyl ester

生成物 1

HCID 686483303-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Dissolve 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid ethyl ester (3 g, 5.5 mmol) (Preparation 11) in 10 ml of Methanol and then add 10 ml of 2N NaOH. Stir this mixture for 16 h, concentrate, and then add dioxane and acetic acid to obtain 3-(4-Benzyloxy-2,6-dichloro-benzyl)-2-oxo-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidine-3-carboxylic acid which is not isolated. Reflux the mixture overnight, quench with water and extract with ethyl acetate. Wash the extracts with saturated bicarbonate and concentrate to 3-(4-Benzyloxy-2,6-dichloro-benzyl)-1-(4,5,6,7-tetrahydro-3H-benzoimidazol-5-yl)-pyrrolidin-2-one product (2.6 g). MS: m/z (M+1)=470.

後処理

  1. concentrationconcentrate

出典と根拠

ORDレコード
ord-1657d61c5f964ec5a735ed6e033764a4
出典データセット
uspto-grants-2010_10
特許番号
US07820659B2

反応ノート

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