Reaktion #1885020

Reaktionsgleichung

methyl 4-hydroxyhex-2-ynecarboxylate

pyridine

acetyl chloride

→

methyl 4-acetoxyhex-2-ynecarboxylate

Ausbeute 89.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture is washed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution
2. 2
   TrocknenDrying over magnesium sulphate
3. 3
   Einengenconcentrating the organic phase

Vorschrift

A solution of 355 mg (2.5 mmol) of methyl 4-hydroxyhex-2-ynecarboxylate (cf. J. Kunes et al., Coll. Czech. Chem. Comm. 66, 1809-1830, 2001) and 243 μl (3 mmol) of pyridine in 25 ml of dichloromethane is slowly admixed at 0° C. with 196 μl (3 mmol) of acetyl chloride. After 16 h at room temperature, the mixture is washed successively with dilute aqueous sulphuric acid and sodium hydrogencarbonate solution. Drying over magnesium sulphate and concentrating the organic phase affords 410 mg (89% of theory) of methyl 4-acetoxyhex-2-ynecarboxylate.

Quelle