Phosphorus tribromide → 4-(Bromomethyl)-2-chloro-3-methylbenzonitrile
Reaction equation
[Cl:1][C:2]1[C:9]([CH3:10])=[C:8]([CH2:11]O)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].P(Br)(Br)[Br:14]>C(Cl)Cl>[Br:14][CH2:11][C:8]1[CH:7]=[CH:6][C:3]([C:4]#[N:5])=[C:2]([Cl:1])[C:9]=1[CH3:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -15 °C
Procedure
To a solution of compound 7B (700 mg, 3.9 mmol) in CH2Cl2 (15 mL) was added PBr3 (5.8 mL, 5.8 mmol, 1N in CH2Cl2) at −15° C., and stirred at −15° C. for 3 hr. The reaction was slowly quenched with saturated NaHCO3 solution at −15° C.
Workup
- customThe reaction was slowly quenched with saturated NaHCO3 solution at −15° C.
Sources & evidence
- ORD record
- ord-a46c7acaaea94ee58f98a39797973cdf
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696241B2
Reaction notes
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