Hydroquinone → 2H-1-Benzopyran-2-one, 3,4-dihydro-6-hydroxy-4-phenyl-

HRID 1769799Notes

Reaction equation

HRID 1769799 reaction equation

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

Participants

4

Reactant 2

HCID 785Hydroquinone

HCID 87842-Propenoic acid, 3-phenyl-

Product 1

HCID 38719072H-1-Benzopyran-2-one, 3,4-dihydro-6-hydroxy-4-phenyl-Yield 97%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

6-Hydroxy-4-phenyl-3,4-dihydrocoumarin (II) was prepared in a similar way in 97% yield from cinnamic acid and hydroquinone. M.p. 138° (IPE-Ether).

Sources & evidence

ORD record: ord-174443c4a93a460595856fe5ea147f40
Source dataset: uspto-grants-1995_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05382600

Reaction notes

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