Sodium Hydroxide → 4-Hydroxy-7,8-dimethyl-2H-1-benzopyran-2-one

HRID 1283307Notes

Reaction equation

HRID 1283307 reaction equation
[OH-:1].[Na+].[CH2:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[CH2:15]C)[O:11][C:10](=O)[C:9]([N+]([O-])=O)=[C:8]2[OH:21])C>O>[CH3:15][C:14]1[C:5]([CH3:3])=[C:6]2[C:7]([C:8]([OH:21])=[CH:9][C:10](=[O:11])[O:1]2)=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 547303506,7-Diethyl-4-hydroxy-3-nitro-2H-1-benzopyran-2-one

Product 1

HCID 547171114-Hydroxy-7,8-dimethyl-2H-1-benzopyran-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Dilute sodium hydroxide solution was added to a suspension of 6,7-diethyl-4-hydroxy-3-nitrocoumarin (2.90g) in water (20 ml) till the pH of the solution reached 14. Filtration gave the product as a monohydrate, m.p. 249°-251°(d), (C13H12NO5Na.H2O requires C, 51.49; H, 4.65; N, 4.62; Na, 7.58. Found: C, 52.08; H, 4.65; N, 4.83; Na, 7.81) after washing with water and drying under vacuum.

Workup

  1. filtrationFiltration

Sources & evidence

ORD record
ord-40654b8e1c9c403483816542ad76f8ea
Source dataset
uspto-grants-1976_08
Patent number
US03974289

Reaction notes

Loading…