Boron tribromide → 7-Hydroxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl-ethanone

HRID 2180484Notes

Reaction equation

HRID 2180484 reaction equation
[CH:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:17]C)=[C:11]([C:14](=[O:16])[CH3:15])[CH:12]=2)[O:7][C:6]([CH3:20])([CH3:19])[CH:5]=1)([CH3:3])[CH3:2].B(Br)(Br)Br>ClCCl>[OH:17][C:10]1[CH:9]=[C:8]2[C:13]([C:4]([CH:1]([CH3:2])[CH3:3])=[CH:5][C:6]([CH3:20])([CH3:19])[O:7]2)=[CH:12][C:11]=1[C:14](=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 224908471-(4-Isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone2×

Product 1

HCID 224909177-Hydroxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl-ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

As described in General Procedure J, a solution of 1-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-ethanone (Compound 54, 752 mg, 2.43 mmol) in dichloromethane was treated with boron tribromide (1M in dichloromethane, 3.64 mL, 3.64 mmol) to afford the title compound as a bright yellow oil.

Sources & evidence

ORD record
ord-759cbb7e2426428e87d3bf30287a9b4e
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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