Boron tribromide → 4-Ethyl-3-hydroxybenzoic acid
Reaction equation
[CH2:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[O:12]CCCOC)[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][C:4]=1[OH:12])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 4-ethyl-3-(3-methoxy-propoxy)-benzoic acid (6.44 g, 27.03 mmol) in CH2Cl2 (150 mL) at −78° C. is slowly added BBr3 (9 mL, 93.41 mmol). The reaction mixture is allowed to reach RT and stirred for 3 hours, then poured into ice/water and filtrated to afford the title product as a white solid. TLC, Rf (CH2Cl2/MeOH 95:5)=0.2.
Workup
- customat −78° C.
- customto reach RT
- filtrationfiltrated
Sources & evidence
- ORD record
- ord-d76ef5728a66498ba1ebf12bd22f6729
- Source dataset
- uspto-grants-2010_10
- Patent number
- US07807709B2
Reaction notes
Loading…