HCID 18365238, compound → HCID 17785803, compound

HRID 380547Notes

Reaction equation

HRID 380547 reaction equation
[CH2:1]([N:8]1[CH2:13][CH:12]=[C:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH3:25])[CH:20]=3)[CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>O1CCCC1.C(OCC)(=O)C.[Pt]=O>[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:23]=[CH:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([O:24][CH3:25])[CH:20]=3)[CH:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 2

HCID 18365238HCID 18365238, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 17785803HCID 17785803, compoundYield 92.2%

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2.92 gm 1-benzyl-4-(6-methoxynaphth-2-yl)-1,2,3,6-tetrahydropyridine and 0.3 gm platinum oxide in 50 mL tetrahydrofuran and 50 mL ethyl acetate was hydrogenated at room temperature for 16 hours at an initial hydrogen pressure of 60 p.s.i. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to provide 2.71 gm of the title compound as a white solid.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-8e9a54cb64af4cd0b54f18b8f63c166d
Source dataset
uspto-grants-2001_10
Patent number
US06303627B1

Reaction notes

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