Boron tribromide → HCID 22065264, compound

HRID 1828070Notes

Reaction equation

HRID 1828070 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]([O:9]C)[CH:6]=[CH:5][C:4]=1[C:11](=[O:27])[CH:12]([C:17]1[CH:22]=[CH:21][C:20]([O:23]C)=[C:19]([O:25]C)[CH:18]=1)[CH2:13]OCC.B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[C:11](=[O:27])[C:12]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([OH:25])[CH:18]=1)=[CH2:13]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 22065269HCID 22065269, compound

Product 1

HCID 22065264HCID 22065264, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.0406 g (1.08 mmol) of 1-(2,4-dimethoxyphenyl)-2-(3′,4′-dimethoxyphenyl)-1-oxo-3-ethoxy-propane were reacted with boron tribromide (10.84 mmol) in 22 mL dichloromethane for three days by the method of Bannwart C. et al., Finn. Chem. Lett. 11 120 (1984). Workup and chromatography of the reaction product afforded 1-(2,4-dihydroxyphenyl)-2-(3′,4′-dihydroxyphenyl)-1-oxo-2-propene as the minor product and 1-(2,4-dihydroxy)-2-(3′,4′-dihydroxyphenyl)-1-oxo-3-bromo-propane as the major product.

Sources & evidence

ORD record
ord-ae9fc1f6525c4a64b672aaed3e386dbe
Source dataset
uspto-grants-2006_06
Patent number
US07056952B1

Reaction notes

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