Reaction #56515

ord-a6c9b2547c6345418a3d85395c0a5041

Reaction equation

CC(=O)O.O=Cc1coc2ccc3ccc(O)cc3c2c1=O
compound 5
CC(=O)O.O=Cc1coc2ccc3ccc(O)cc3c2c1=O
9-hydroxy-1-oxo-1-H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate
Cl.NO
hydroxylamine hydrochloride
O=C[O-].[Na+]
sodium formate
→
N#Cc1coc2ccc3ccc(O)cc3c2c1=O
9-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carbonitrile

Reactants

CC(=O)O.O=Cc1coc2ccc3ccc(O)cc3c2c1=O
compound 5
CC(=O)O.O=Cc1coc2ccc3ccc(O)cc3c2c1=O
9-hydroxy-1-oxo-1-H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate
Cl.NO
hydroxylamine hydrochloride
O=C[O-].[Na+]
sodium formate

Reagents

None

Solvents

O=CO
formic acid

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

A mixture of compound 5, hydroxylamine hydrochloride and sodium formate is refluxed in formic acid to provide 9-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carbonitrile, Compound 8.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04225722uspto-grants-1980_09