3-(Methylamino)-1-benzoxepin-5(2H)-one → HCID 13446113, compound

HRID 1277930Notes

Reaction equation

HRID 1277930 reaction equation
[CH3:1][NH:2][C:3]1[CH2:4][O:5][C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8](=[O:10])[CH:9]=1.[H][H]>[Ni].C(O)C>[CH3:1][NH:2][CH:3]1[CH2:9][CH:8]([OH:10])[C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[O:5][CH2:4]1

Participants

5

Reactant 2

HCID 134460473-(Methylamino)-1-benzoxepin-5(2H)-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 13446113HCID 13446113, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

18.8 g (0.1 mole) 3-methylamino-1-benzoxepin-5(2H)-one is stirred with 40 g Raney Nickel in 400 ml ethanol for five hours at an hydrogen pressure of 55 bar. Subsequently, the catalyst is filtered out, the solvent is distilled off and one obtains 7.7 g (40% of the theoretical yield) racemic-2,3,4,5-tetrahydro-3-methylamino-1-benzoxepin-5-ol as an oil. The compound can be further separated as described earlier and further identified.

Workup

  1. filtrationSubsequently, the catalyst is filtered out
  2. distillationthe solvent is distilled off
  3. customone obtains 7.7 g (40% of the

Sources & evidence

ORD record
ord-b943c0d410744239aaebae8c2953c235
Source dataset
uspto-grants-1981_07
Patent number
US04279904

Reaction notes

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