Phosphorus tribromide → 5-(Bromomethyl)-4-(propan-2-yl)-1,3-thiazole
Reaction equation
[CH3:1][CH:2]([C:4]1[N:5]=[CH:6][S:7][C:8]=1[CH2:9]O)[CH3:3].[Br:11]P(Br)Br>ClCCl>[Br:11][CH2:9][C:8]1[S:7][CH:6]=[N:5][C:4]=1[CH:2]([CH3:3])[CH3:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of [4-(propan-2-yl)-1,3-thiazol-5-yl]methanol (800 mg, 5.1 mmol) in anhydrous dichloromethane (35 mL) was added tribromophosphane (520 μL, 5.5 mmol). The mixture was stirred at room temperature for 1.5 hours. Dichloromethane was evaporated. The residue was dried in vacuo, affording 5-(bromomethyl)-4-(propan-2-yl)-1,3-thiazole. The crude product was used without further purification.
Workup
- customDichloromethane was evaporated
- customThe residue was dried in vacuo
Sources & evidence
- ORD record
- ord-44fb6159ddd54739a8b38ac094c740e3
- Source dataset
- uspto-grants-2015_05
- Patent number
- US09040538B2
Reaction notes
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