Propionyl chloride → 5,7-Dihydroxy-8-propionyl-4-propyl-2H-chromen-2-one

HRID 2395864Notes

Reaction equation

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

Participants

Reactant 2

HCID 62324Propionyl chloride

HCID 53912605,7-Dihydroxy-4-propylcoumarin

Product 1

HCID 54948785,7-Dihydroxy-8-propionyl-4-propyl-2H-chromen-2-one

Procedure

acylating 5,7-dihydroxy-4-propylcoumarin with propionyl chloride in the presence of a Lewis acid to form 4-propyl-5,7-dihydroxy-8-propionylcoumarin;

Sources & evidence

ORD record: ord-fac23ca167374bc78872e64eacb4ec17
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05489697

Reaction notes

Loading…