HCID 58994995, compound → HCID 58994966, compound

HRID 536934Notes

Reaction equation

HRID 536934 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:4]>CO.[Pd]>[CH3:1][O:2][C:3]([C:5]1([C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)[CH2:6][CH2:7][O:8][CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 1

HCID 58994995HCID 58994995, compound

Product 1

HCID 58994966HCID 58994966, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(4-nitro-phenyl)-tetrahydro-pyran-4-carboxylic acid methyl ester (as prepared in the previous step, 2.12 g, 8.00 mmol) and 10% Pd/C (1.06 g, 50 wt %) in 20 mL of MeOH was stirred at RT under H2 (balloon pressure) for 2 h. The Pd catalyst was removed by filtration on Celite and the filtrate was concentrated to give 1.69 g (90%) of the title compound as a white solid. Mass spectrum (ESI, m/z): Calcd. for C13H17NO3, 236.1 (M+H). found 236.2.

Workup

  1. customThe Pd catalyst was removed by filtration on Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-99227ab3c77041179bf4a778d5fe0788
Source dataset
uspto-grants-2014_10
Patent number
US08859602B2

Reaction notes

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