Phenylacetic Acid → Benzeneacetamide, N-methoxy-
Reaction equation
[C:1]1([CH2:7][C:8]([OH:10])=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[O:12]([NH2:14])[CH3:13].C(N(CC)CC)C>ClCCl>[CH3:13][O:12][NH:14][C:8](=[O:10])[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Introduce into a round-bottomed flask 6.8 g (50 mmol) of phenylacetic acid and 4.6 g (55 mmol) of methoxylamine hydrochloride, 5.55 g (55 mmol) of triethylamine and finally 10.83 g (52.5 mmol) of N,N-dicyclohexylcarbodiimide. Dissolve in 150 cm3 of dichloromethane. Stir for 16 hours at room temperature. Remove the precipitate by means of filtration and wash it with dichloromethane. Treat the filtrate with 100 cm3 of 3% HCl, then with 100 cm3 of water and finally with 100 cm3 of 5% NaHCO3.
Workup
- customRemove the precipitate
- filtrationby means of filtration
- washwash it with dichloromethane
- additionTreat the filtrate with 100 cm3 of 3% HCl
Sources & evidence
- ORD record
- ord-610665a2a6344b2bb8693960422fb5fe
- Source dataset
- uspto-grants-1995_01
- Patent number
- US05382593
Reaction notes
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