HCID 56630813, compound → 1-(3-Methoxyphenyl)ethanamine

HRID 907505Notes

Reaction equation

HRID 907505 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]=1

Participants

5

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

  1. customAfter completion of the reaction
  2. filtrationthe reaction mass was filtered through celite
  3. washwashed with 90 ml of methanol
  4. distillationThe filterate was distilled under vacuum at about 55° C
  5. additionTo the residue charged 150 ml of methanolic HCL
  6. distillationdistilled completely under vacuum at about 50° C
  7. additionTo the residue charged 100 ml of acetone
  8. customSeparated solid
  9. filtrationwas filtered
  10. washthe solid was washed with 30 ml of acetone
  11. customThe solid obtained
  12. 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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