Sodium Acetate → 3,5-Dichloro-2-cyanobenzyl acetate
Reaction equation
Br[CH2:2][C:3]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([Cl:12])[C:4]=1[C:5]#[N:6].[CH3:13][C:14]([O-:16])=[O:15].[Na+]>CC(O)=O>[C:14]([O:16][CH2:2][C:3]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:7]([Cl:12])[C:4]=1[C:5]#[N:6])(=[O:15])[CH3:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
To a soln. of 2-(bromomethyl)-4,6-dichlorobenzonitrile (15.1 mmol) in 30 mL AcOH was added NaOAc (75.7 mmol). The suspension was heated to 100° C. for 2 h. The solvent was evaporated off and the residue partitioned between DCM and water. The org. phase was washed with water, dried over MgSO4 and conc. in vacuo. Purification with CC (5-70% EtOAc/Hept) gives the desired compound as white solid.
Workup
- customThe solvent was evaporated off
- customthe residue partitioned between DCM and water
- washphase was washed with water
- dry with materialdried over MgSO4 and conc. in vacuo
- customPurification with CC (5-70% EtOAc/Hept)
Sources & evidence
- ORD record
- ord-49248ed03b8441708d7f4efcba372914
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388197B2
Reaction notes
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