Methanol → HCID 86747530, compound

HRID 2209453Notes

Reaction equation

HRID 2209453 reaction equation
[C:1]([CH2:3][CH2:4][C@H:5]([CH2:9][C:10]([OH:12])=[O:11])[C:6]([OH:8])=[O:7])#[N:2].[CH3:13][N:14]1[C@H:18]([CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:17][O:16][C:15]1=[O:26].CO>O=[Pt]=O.C(Cl)(Cl)Cl>[CH3:13][N:14]1[C@H:18]([CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:17][O:16][C:15]1=[O:26].[NH2:2][CH2:1][CH2:3][CH2:4][C@H:5]([CH2:9][C:10]([O-:12])=[O:11])[C:6]([O-:8])=[O:7]

Participants

5

Reactant 2

HCID 887MethanolHCID 70043495HCID 70043495, compound

Product 1

HCID 86747530HCID 86747530, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 71 (2.0 g, 5.8 mmol), PtO2 (0.8 g), CH3OH (50 mL), and CHCl3 (5 mL) were shaken on the Parr apparatus under a hydrogen atmosphere (60 PSI) at ambient temperature for 3 hours. The reaction mixture was filtered through a celite pad and then concentrated to furnish the crude amine.HCl 72 as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered through a celite pad
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f327d0d6ae4c46ecb00f40530b537eb9
Source dataset
uspto-grants-1995_10
Patent number
US05455243

Reaction notes

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