HCID 21526869, compound → HCID 21526864, compound

HRID 1658976Notes

Reaction equation

HRID 1658976 reaction equation
[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[CH2:7][CH:8]3[CH:12]([NH2:13])[C:11]([CH3:14])([C:5]=2[CH:4]=1)[CH:10]=[CH:9]3.[H][H]>[Pt]=O.C(O)C>[CH3:1][O:2][C:3]1[CH:16]=[CH:15][C:6]2[CH2:7][CH:8]3[CH:12]([NH2:13])[C:11]([CH3:14])([C:5]=2[CH:4]=1)[CH2:10][CH2:9]3

Participants

5

Reactant 2

HCID 21526869HCID 21526869, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 21526864HCID 21526864, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution of 8,9-dihydro-3-methoxy-5-methyl-5,8-methano-5H-benzocyclohepten-10-amine [1.0 g. of α,β-amine mixture (9:1)] in 100 ml. of ethanol is hydrogenated over 150 mg. of platinum oxide catalyst under 48 psi hydrogen pressure in a Parr apparatus. Uptake of hydrogen is complete in one-half hour. The catalyst is filtered and the filtrate is concentrated. Gas chromatography of the residue identified it as a 9:1 mixture of α/β 6,7,8,9-tetrahydro-3-methoxy-5-methyl-5,8-methano-5H-benzocycloheptene-10-amine.

Workup

  1. filtrationThe catalyst is filtered
  2. concentrationthe filtrate is concentrated
  3. additionas a 9:1 mixture of α/β 6,7,8,9-tetrahydro-3-methoxy-5-methyl-5,8-methano-5H-benzocycloheptene-10-amine

Sources & evidence

ORD record
ord-abbe01267fc94ec4813e2d310ad4cc40
Source dataset
uspto-grants-1976_06
Patent number
US03966815

Reaction notes

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