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 1161770Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1161770
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

Komponenten

4

Edukt 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

Produkt 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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-1657d61c5f964ec5a735ed6e033764a4
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820659B2

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