Hydrochloric Acid → 1-(o-Aminophenyl)-4-chloro-1-butanone hydrochloride
Reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:13])[CH2:9][CH2:10][CH2:11]O.[ClH:14]>O>[ClH:14].[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:13])[CH2:9][CH2:10][CH2:11][Cl:14]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 9.3 g (5.1 mmol) of 1-(o-aminophenyl)-4-hydroxy-1-butanone, 26 mL of water and 90 mL of 37% HCl is refluxed for about 6.5 hours, cooled and filtered to afford 8.0 g of 1-(o-aminophenyl)-4-chloro-1-butanone hydrochloride. Extraction of the aqueous mother liquor with methylene chloride gives an additional 1.10 g of the title product for an overall yield of 73% (mp 142-145° C.). The product is identified by NMR and MS analyses.
Workup
- temperatureis refluxed for about 6.5 hours
- temperaturecooled
- filtrationfiltered
Sources & evidence
- ORD record
- ord-b8b11781c5314a5195fcb3226aa20638
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06127576
Reaction notes
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