Boron tribromide → HCID 22065264, compound

HRID 1715869Notes

Reaction equation

HRID 1715869 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:29]>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].[OH:2][C:3]1[CH:8]=[C:7]([OH:9])[CH:6]=[CH:5][C:4]=1[C:11](=[O:27])[CH:12]([C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([OH:25])[CH:18]=1)[CH2:13][Br:29]

Participants

5

Reactant 2

HCID 25134Boron tribromideHCID 22065269HCID 22065269, compound

Product 2

HCID 22065264HCID 22065264, compoundHCID 22065267HCID 22065267, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.406 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-dihydroxyphenyl)-2-(3′,4′-dihydroxyphenyl)-1-oxo-3-bromo-propane as the major product.

Sources & evidence

ORD record
ord-7aeb2897c0d54e34a0ade55501f8cabe
Source dataset
uspto-grants-2010_09
Patent number
US07799955B2

Reaction notes

Loading…