407610-92-8 → HCID 71187130, compound

HRID 1779140Notes

Reaction equation

HRID 1779140 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:7](=[CH:8][CH:9]=1)[C:6](=[O:10])[CH2:5]2.[C:11]1([Mg]Br)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(OCC)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:7](=[CH:8][CH:9]=1)[C:6]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)([OH:10])[CH2:5]2

Participants

4

Reactant 2

HCID 15547951407610-92-8HCID 178418255HCID 178418255, compound

Product 1

HCID 71187130HCID 71187130, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Using 3-Bromobicyclo[4.2.0]octa-1,3,5-triene-7-one (3) (2.0 g, 10.1 mmol), diethyl ether (20 ml), phenyl magnesium bromide (3M in diethyl ether, 3.4 ml, 10.1 mmol) afforded 3-Bromo-7-phenyl-bicyclo[4.2.0]octa-1,3,5-triene-7-ol (4a) as a pale yellow oil (2.1 g, GC-MS: M+=274, M−=276, 75% yield, isolated as a mixture of isomers).

Sources & evidence

ORD record
ord-e1d7320526114da0acfddb555c06105b
Source dataset
uspto-grants-2016_02
Patent number
US09269927B2

Reaction notes

Loading…