Water → Isobutyric acid 2-acetyl-5-(4-methoxy-benzyloxy)-phenyl ester

HRID 14482

Reaktionsgleichung

[OH:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[C:18](=[O:20])[CH3:19].C(N(CC)CC)C.[C:28](Cl)(=[O:32])[CH:29]([CH3:31])[CH3:30].O>ClCCl.CN(C)C1C=CN=CC=1>[C:18]([C:3]1[CH:4]=[CH:5][C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:7][C:2]=1[O:1][C:28](=[O:32])[CH:29]([CH3:31])[CH3:30])(=[O:20])[CH3:19]

Komponenten

Reaktionsbedingungen

Temperatur: 0 °C

Versuchsvorschrift

1-[2-Hydroxy-4-(4-methoxy-benzyloxy)-phenyl]-ethanone (9.11 g, 0.034 mol) is dissolved in dry dichloromethane (120 ml) under an atmosphere of dry argon. Triethylamine (5.14 ml, 0.037 mol) and 4-dimethylaminopyridine (0.204 g, 1.67 mmol) are added, and the mixture is cooled to 0° C. using an ice-water bath. Isobutyryl chloride (3.89 ml, 0.037 mol) is then added dropwise, and the mixture is stirred while warming to room temperature. The mixture is poured into water (100 ml), and the dichloromethane layer is separated, washed with saturated brine (100 ml), dried (MgSO4), treated with activated charcoal (300 mg), filtered and evaporated to give a pale pink solid.

Aufarbeitung

temperaturewhile warming to room temperature
customthe dichloromethane layer is separated
washwashed with saturated brine (100 ml)
dry with materialdried (MgSO4)
additiontreated with activated charcoal (300 mg)
filtrationfiltered
customevaporated
customto give a pale pink solid

Quellen und Nachweise

ORD-Eintrag: ord-f0f1881db2bf48f9b8fc7269f3cdc6c7
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07732435B2

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