Sulfuric Acid → N-(2-(3-bromophenyl)propan-2-yl)-2-chloroacetamide
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:8](O)([CH3:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.[Cl:12][CH2:13][C:14]#[N:15].S(=O)(=O)(O)[OH:17]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]([C:8]([NH:15][C:14](=[O:17])[CH2:13][Cl:12])([CH3:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a mixture of the 2-(3-bromo-phenyl)-propan-2-ol and (0.76 g, 3.6 mmol) and chloro-acetonitrile (7 mL) was added acetic acid (0.6 mL) and the resulting mixture was cooled to 0° C. Concentrated sulfuric acid (0.6 mL) was added dropwise and the mixture was brought to room temperature and stirred for 17 h. Mixture was poured into ice-water (10 mL) and extracted with ethylacetate. The extracts were combined, dried over magnesium sulfate and concentrated to afford a white solid. M+1=291.
Workup
- customwas brought to room temperature
- extractionextracted with ethylacetate
- dry with materialdried over magnesium sulfate
- concentrationconcentrated
- customto afford a white solid
Sources & evidence
- ORD record
- ord-c8818ae657bd4d0dacbe9faef226530c
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07504403B2
Reaction notes
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