4-Bromophenol → 1-Bromo-4-(cyclobutyloxy)benzene
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[CH:9]1(Br)[CH2:12][CH2:11][CH2:10]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:9]2[CH2:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
The mixture of 2.50 g (14.5 mmol) of 4-bromophenol, 2.04 ml (21.7 mmol) of cyclobutyl bromide and 7.99 g (57.8 mmol) of K2CO3 in 25 ml DMF is stirred at 120° C. over night. The reaction mixture is extracted with water and EtOAc. The organic layer is dried, filtered and the solvent is removed in vacuo.
Workup
- extractionThe reaction mixture is extracted with water and EtOAc
- customThe organic layer is dried
- filtrationfiltered
- customthe solvent is removed in vacuo
Sources & evidence
- ORD record
- ord-b2861fa63ec54c5ea13073049c443bb2
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09278954B2
Reaction notes
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