Hydrochloric Acid → 5,7-Dihydroxy-4-methyl-3-(2-phenylethyl)-2H-1-benzopyran-2-one

HRID 1835682Notes

Reaction equation

HRID 1835682 reaction equation
[C:1]1([CH:9]=[C:7]([OH:8])[CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[C:10]1([CH2:16][CH2:17][CH:18]([C:24]([CH3:26])=O)[C:19](OCC)=[O:20])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl>C(O)C>[OH:2][C:1]1[C:9]2[C:24]([CH3:26])=[C:18]([CH2:17][CH2:16][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:19](=[O:20])[O:8][C:7]=2[CH:6]=[C:4]([OH:5])[CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 359PhloroglucinolHCID 219459Ethyl 3-oxo-2-(2-phenylethyl)butanoate

Product 1

HCID 235003665,7-Dihydroxy-4-methyl-3-(2-phenylethyl)-2H-1-benzopyran-2-one

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of phloroglucinol (0.87 g) and ethyl 2-(2-phenylethyl)-acetoacetate (1.62 g) in ethanol (30 ml) was treated with dry HCl as described in example 1a. Yield: 1.77 g (87%). Melting point 248-252° C.

Sources & evidence

ORD record
ord-298acf124dc14397901a00ddfcc007a0
Source dataset
uspto-grants-2004_08
Patent number
US06774103B1

Reaction notes

Loading…