HCID 56630813, compound → 1-(3-Methoxyphenyl)ethanamine
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=[N:11]O)[CH3:10])[CH:6]=[CH:7][CH:8]=1.[H][H]>CO.[Ni]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]([NH2:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 15 °C
Procedure
To a solution of 45 g of 1-(3-methoxy-phenyl)-ethanone oxime in 675 ml of methanol charged 45 g of Raney Ni. The resultant suspension was agitated at about 28° C. under 3 kg/cm2 anhydrous hydrogen gas pressure for about 4 hours. After completion of the reaction, the reaction mass was filtered through celite and washed with 90 ml of methanol. The filterate was distilled under vacuum at about 55° C. To the residue charged 150 ml of methanolic HCL and distilled completely under vacuum at about 50° C. To the residue charged 100 ml of acetone and stirred at about 15° C. for about one hour. Separated solid was filtered and the solid was washed with 30 ml of acetone. The solid obtained was dried at about 50° C. for about 3 hours.
Workup
- customAfter completion of the reaction
- filtrationthe reaction mass was filtered through celite
- washwashed with 90 ml of methanol
- distillationThe filterate was distilled under vacuum at about 55° C
- additionTo the residue charged 150 ml of methanolic HCL
- distillationdistilled completely under vacuum at about 50° C
- additionTo the residue charged 100 ml of acetone
- customSeparated solid
- filtrationwas filtered
- washthe solid was washed with 30 ml of acetone
- customThe solid obtained
- customwas dried at about 50° C. for about 3 hours
Sources & evidence
- ORD record
- ord-43da4def04364b499989cdaed4482685
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08013181B2
Reaction notes
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