Water → 4-(Hydroxymethyl)-1-[(4-methoxyphenyl)methyl]pyrrolidin-2-one

HRID 130523

Reaktionsgleichung

Reaktionsgleichung von HRID 130523
[BH4-].[Na+].C[O:4][C:5]([CH:7]1[CH2:11][C:10](=[O:12])[N:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[CH2:8]1)=O.O>C(O)C>[OH:4][CH2:5][CH:7]1[CH2:8][N:9]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=2)[C:10](=[O:12])[CH2:11]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 4093874Methyl 1-(4-methoxybenzyl)-5-oxopyrrolidine-3-carboxylateHCID 4311764Sodium borohydride

Produkt 1

HCID 134225594-(Hydroxymethyl)-1-[(4-methoxyphenyl)methyl]pyrrolidin-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

NaBH4 (15 g, 0.081 mol) was added in portions to ester 79 in ethanol (600 mL) at room temperature. After 4.5 hours water (˜200 mL) was carefully added to the reaction and the solution stirred at room temperature overnight. The resultant solid was removed by filtration and the filtrate concentrated to give alcohol 80 as an oil. 15.33 g, 81%. MS, m/z (relative intensity): 235 [M+H, 100%].

Aufarbeitung

  1. customThe resultant solid was removed by filtration
  2. concentrationthe filtrate concentrated

Quellen und Nachweise

ORD-Eintrag
ord-fba817a2d3134e0c9b04f67fc7753f5d
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07381747B2

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