2-Tert-Butylphenol → 4-Bromo-2-tert-butylphenol
Reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:3])[CH3:2].C1C(=O)N([Br:19])C(=O)C1>CC#N>[C:1]([C:5]1[CH:10]=[C:9]([Br:19])[CH:8]=[CH:7][C:6]=1[OH:11])([CH3:4])([CH3:2])[CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-tert-butylphenol (250 g, 1.67 mol) in CH3CN (1500 mL) was added NBS (300 g, 1.67 mol) at room temperature. After addition, the mixture was stirred at room temperature overnight and then the solvent was removed. Petroleum ether (1000 mL) was added, and the resulting white precipitate was filtered off. The filtrate was concentrated under reduced pressure to give the crude 2-tert-butyl-4-bromophenol (380 g), which was used without further purification.
Workup
- additionAfter addition
- customthe solvent was removed
- additionPetroleum ether (1000 mL) was added
- filtrationthe resulting white precipitate was filtered off
- concentrationThe filtrate was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-97ca45fe2d5043acb3e89dba7009a4e9
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08829204B2
Reaction notes
Loading…