Sodium Hydroxide → HCID 23669529, compound

Participants

Reaction Steps

Methyl methoxymethyloxyacetate (19.06 g) in methanol (20 ml.) is treated with aqueous sodium hydroxide (57 ml. of a 2.5 N solution) over a period of 30 minutes. The methanol is evaporated under reduced pressure and the aqueous residue lyophilized giving sodium methoxymethyloxyacetate. The sodium salt is dispersed in benzene (250 ml.) and treated with pyridine (1 ml.). Oxalyl chloride (30 ml.) is added with ice-bath cooling. The resulting mixture is stirred in the cold until gas evolution ceases, then at room temperature for 5 minutes. The mixture is filtered and evaporated under reduced pressure to remove excess oxalyl chloride and benzene. Distillation of the residue gives methoxymethyloxyacetyl chloride.

Provenance & Evidence