HCID 67423169, compound → HCID 46214205, compound

HRID 2365910Notes

Reaction equation

HRID 2365910 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][C:9]([C:13]2[CH:18]=[CH:17][C:16]([O:19]CC3C=CC=CC=3)=[CH:15][C:14]=2[O:27]CC2C=CC=CC=2)(O)[CH2:8][CH2:7]1)=[O:5])[CH3:2]>CO.[Pd]>[CH2:1]([O:3][C:4]([N:6]1[CH2:7][CH2:8][CH:9]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=2[OH:27])[CH2:10][CH2:11]1)=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 67423169HCID 67423169, compound

Product 1

HCID 46214205HCID 46214205, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1 g of 4-(2,4-bis(benzyloxy)phenyl)-4-hydroxypiperidine-1-carboxylic acid ethyl ester is dissolved in a mixture of 50 ml of methanol, and then 0.5 g of palladium-on-charcoal at 10% is added. The reaction mixture is stirred for 2 hours under a hydrogen atmosphere. The reaction mixture is filtered and the residue is then crystallized with dichloromethane. 0.5 g of 4-(2,4-dihydroxyphenyl)piperidine-1-carboxylic acid ethyl ester is obtained. Yield=86%.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe residue is then crystallized with dichloromethane

Sources & evidence

ORD record
ord-94768bd7cebe4f9e8264bdc8dc5e6712
Source dataset
uspto-grants-2014_04
Patent number
US08697726B2

Reaction notes

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