Dimethyl acetylenedicarboxylate → HCID 59271860, compound

Participants

Reaction Conditions

Reaction Steps

The tert-butyl {1-[(Z)-amino(hydroxyimino)methyl]-5-hydroxyhexyl}methylcarbamate (161 g, overweight) was dissolved in methanol (250 mL) and cooled to −10° C. DMAD (65 mL) was added dropwise without allowing the reaction temperature to rise above −5° C. then the reaction mixture was stored in a freezer at −10° C. for 2 days. The reaction mixture was then concentrated to dryness. It was azeotropically dried twice with toluene and dried in vacuo at 30° C. to constant weight to afford the title product: ES MS M+1=431.9.

Provenance & Evidence