HCID 86746891, compound → HCID 86746890, compound

HRID 1654663Notes

Reaction equation

HRID 1654663 reaction equation
[CH2:1]([N:8]1[CH2:16][C@@:15]2([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C@H:10]([CH2:11][CH:12]=[CH:13][CH2:14]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pt]=O.CO>[CH2:1]([N:8]1[CH2:16][C@@:15]2([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[C@H:10]([CH2:11][CH2:12][CH2:13][CH2:14]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 86746891HCID 86746891, compound

Product 1

HCID 86746890HCID 86746890, compoundYield 103.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.46 g (1.3 mmoles) of cis-2,3a-dibenzyl-3a,4,7,7a-tetrahydroisoindoline (Ex. 13), 0.46 g of platinum oxide and 100 mL of methanol were hydrogenated at 50 p.s.i. for 1 h. The catalyst was removed by 5 filtration through celite and the filtrate was evaporated to give 0.41 g of the title compound as a clear oil.

Workup

  1. customThe catalyst was removed by 5 filtration through celite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-c54f9140b5384fd190d12fc67cca1e63
Source dataset
uspto-grants-1995_04
Patent number
US05409929

Reaction notes

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