HCID 57849365, compound → HCID 57849355, compound

HRID 736524Notes

Reaction equation

HRID 736524 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([C:20]2[CH:36]=[CH:35][C:23]([O:24][CH2:25][C:26]([O:31][C:32](=[O:34])[CH3:33])([CH2:29][CH3:30])[CH2:27][CH3:28])=[C:22]([CH3:37])[CH:21]=2)([CH2:18][CH3:19])[CH2:16][CH3:17])=[CH:11][C:10]=1[CH3:38])C1C=CC=CC=1>[Pd].CCO>[CH2:27]([C:26]([O:31][C:32](=[O:34])[CH3:33])([CH2:25][O:24][C:23]1[CH:35]=[CH:36][C:20]([C:15]([CH2:18][CH3:19])([C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([CH3:38])[CH:11]=2)[CH2:16][CH3:17])=[CH:21][C:22]=1[CH3:37])[CH2:29][CH3:30])[CH3:28]

Participants

4

Reactant 1

HCID 57849365HCID 57849365, compound

Product 1

HCID 57849355HCID 57849355, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Acetic acid 1-{4-[1-(4-benzyloxy-3-methyl-phenyl)-1-ethyl-propyl]-2-methyl-phenoxymethyl}-1-ethyl-propyl ester (0.14 g g, 0.27 mmol), EtOH (20 ml), and 10% Pd/C (25 mg) is hydrogenated at atmospheric pressure for 18 h. The reaction is filtered through diatomaceous earth with EtOAc wash. The filtrate is concentrated to give the title compound (0.11 g, 0.25 mmol, 94%).

Workup

  1. filtrationThe reaction is filtered through diatomaceous earth with EtOAc
  2. washwash
  3. concentrationThe filtrate is concentrated

Sources & evidence

ORD record
ord-a037dce87807423bb62d86d1ded96206
Source dataset
uspto-grants-2009_09
Patent number
US07595345B2

Reaction notes

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