Methanol → Methyl 3-chloro-4-isopropoxybenzoate

HRID 222925

Reaktionsgleichung

Reaktionsgleichung von HRID 222925
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH:12]([CH3:14])[CH3:13])[C:5]([OH:7])=[O:6].O=S(Cl)Cl.[CH3:19]O>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH:12]([CH3:14])[CH3:13])[C:5]([O:7][CH3:19])=[O:6]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 225977283-Chloro-4-(propan-2-yloxy)benzoic acid

Produkt 1

HCID 22597811Methyl 3-chloro-4-isopropoxybenzoate

Versuchsvorschrift

A solution of 3-chloro-4-[(1-methylethyl)oxy]benzoic acid (1.00 g, 4.66 mmol) in methanol (10.0 mL) was treated with SOCl2 (0.68 mL, 9.32 mmol). After stirring overnight at ambient temperature, the solution was concentrated in vacuo and taken on without purification. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.04 (d, J=2.3 Hz, 1H) 7.89 (dd, J=8.7, 2.1 Hz, 1H) 6.93 (d, J=8.6 Hz, 1H) 4.66 (qq, J=6.1 Hz, 1H) 3.88 (s, 3H) 1.41 (d, J=6.1 Hz, 6H). MS (ES+) m/e 229 [M+H]+.

Aufarbeitung

  1. concentrationthe solution was concentrated in vacuo
  2. customtaken on without purification

Quellen und Nachweise

ORD-Eintrag
ord-d598efe57d44464c8ca78922e0459f1e
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207340B2

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