Dihydrocoumarin → 4-Hydroxy-1-indanone

HRID 514792

Reaction equation

HRID 514792 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[O:5]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][C:6]1=[O:7]>>[OH:5][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:10]=1[CH2:9][CH2:8][C:6]2=[O:7]

Participants

3

Reactant 2

HCID 660Dihydrocoumarin2×HCID 6451240Aluminum(III) Chloride

Product 1

HCID 5905474-Hydroxy-1-indanone

Procedure

4-Hydroxy-1-indanone (76) was synthesized by aluminum chloride induced re-cyclization of dihydrocumarin (75), according to Org. Lett., 2007, 9(15), p. 2915-2918. The reaction was performed on 100 g of (75) to furnish (76) with 85% yield.

Sources & evidence

ORD record
ord-07f7d30e0d48480a86a96aa16b53371a
Source dataset
uspto-grants-2015_08
Patent number
US09108916B2

Linked notes

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