HCID 68872758, compound → HCID 86631345, compound

HRID 1260937Notes

Reaction equation

HRID 1260937 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:15]=2[C:16]([O:18][CH3:19])=[O:17])[CH:6]=[CH:7][C:8]=1[Cl:9]>C(O)(=O)C.[Pt]=O>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]([C@H:10]2[C@@H:15]([C:16]([O:18][CH3:19])=[O:17])[CH2:14][CH2:13][NH:12][CH2:11]2)[CH:6]=[CH:7][C:8]=1[Cl:9]

Participants

4

Reactant 1

HCID 68872758HCID 68872758, compound

Product 1

HCID 86631345HCID 86631345, compoundYield 152.2%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

To a solution of the compound (18.1 g) obtained in step 1 in acetic acid (181 mL) was added platinum oxide (PtO2) (1.29 g), and the mixture was stirred overnight under a hydrogen atmosphere (5 atm) at room temperature. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give methyl (3R*,4S*)-3-(3,4-dichlorophenyl)piperidine-4-carboxylate monohydrochloride (14.04 g, 76%) as a white powder.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8bc71ac88de54eebb816512f5928eee3
Source dataset
uspto-grants-2013_06
Patent number
US08470816B2

Reaction notes

Loading…