Ethanol → alpha-[N-[2-(3-Carbamoyl-4-hydroxy-phenoxy)-ethyl]aminomethyl]-benzyl alcohol
Reaction equation
C([N:8]([CH2:22][CH:23]([OH:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[CH2:9][CH2:10][O:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[C:14]([C:19](=[O:21])[NH2:20])[CH:13]=1)C1C=CC=CC=1.C(O)C>CO.[Pd]>[C:19]([C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[OH:18])[O:11][CH2:10][CH2:9][NH:8][CH2:22][CH:23]([OH:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)(=[O:21])[NH2:20]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Analogously to Example 4, a solution of 45 g of crude α-[N-benzyl-N-[2-(3-carbamoyl-4-hydroxy-phenoxy)-ethyl]-aminomethyl]benzyl alcohol in 500 ml of methanol is hydrogenated with the addition of 5 g of palladium-on-charcoal catalyst (5%) and the reaction mixture is worked up. α-[N-[2-(3-Carbamoyl-4-hydroxy-phenoxy)-ethyl]aminomethyl]-benzyl alcohol with a melting point of 174°-175° (from ethanol) is obtained. The methanesulfonate melts at 182°-183° (from methanol).
Sources & evidence
- ORD record
- ord-ee72cd4cbcce4b79ad32f1c58d055d82
- Source dataset
- uspto-grants-1984_07
- Patent number
- US04460580
Reaction notes
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