Sodium hydride → Ethyl Acetoacetate

Participants

Reaction Steps

The last two compounds in the second table above were intermediates for the fourth compound in the first table above, and were prepared by initial reaction of 5-nitrosalicylaldehyde (16.7 g.), sodium hydride (2.64 g. of a 50% dispersion in oil), ethyl 4-bromobutyrate (15.74 g.) and dimethylformamide (200 ml.) at 100° C. for 4 hours, and then reaction of the 2-(3-ethoxycarbonylpropoxy)-5-nitrobenzaldehyde (m.p. 61°-62° C.) thus obtained (1.5 g.), ethyl acetoacetate (1.0 ml.), ammonium acetate (0.36 g.) and pyridine (25 ml.) at 100° C. for 5 hours.

Provenance & Evidence