Sodium Hydroxide → HCID 68879751, Verbindung

HRID 1454236Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1454236
[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:9][C:10]1[CH:15]=[C:14]([CH:16]=[O:17])[CH:13]=[CH:12][C:11]=1[O:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+].[OH-].[Na+]>CO>[C:1]([O:5][C:6](=[O:27])[N:7]([CH2:9][C:10]1[CH:15]=[C:14]([CH2:16][OH:17])[CH:13]=[CH:12][C:11]=1[O:18][C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=1)[CH3:8])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 86618491HCID 86618491, Verbindung

Produkt 1

HCID 68879751HCID 68879751, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of [2-(3,4-dichloro-phenoxy)-5-formyl-benzyl]-methyl-carbamic acid tert-butyl ester (816 mg, 1.98 mmol) in MeOH (40 mL), was added NaBH4 (75 mg, 1.98 mmol). After 24 h, the mixture was treated with 1 N NaOH, was stirred an additional 1 h, and then partially concentrated. The resulting aqueous mixture was extracted with DCM and the combined organic layers were dried (Na2SO4) and concentrated. The crude material was carried forward without further purification (784 mg, 96%). MS (ESI): mass calcd. for C20H23Cl2NO4, 411.10; m/z found, 434.7 [M+Na]+.

Aufarbeitung

  1. concentrationpartially concentrated
  2. extractionThe resulting aqueous mixture was extracted with DCM
  3. dry with materialthe combined organic layers were dried (Na2SO4)
  4. concentrationconcentrated
  5. customThe crude material was carried forward without further purification (784 mg, 96%)

Quellen und Nachweise

ORD-Eintrag
ord-ab3b07f3bc5a4362a69ba85742ef8077
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07479493B2

Notizen zur Reaktion

Wird geladen…