Ethyl 3-(4-benzyloxyphenyl)-2-(4-t-butylphenoxy)propionate → Ethyl 2-(4-t-butylphenoxy)-3-(4-hydroxyphenyl)propionate

HRID 1860063Notes

Reaction equation

HRID 1860063 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([O:22][C:23]2[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd]>[C:29]([C:26]1[CH:27]=[CH:28][C:23]([O:22][CH:16]([CH2:15][C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:24][CH:25]=1)([CH3:30])([CH3:31])[CH3:32]

Participants

3

Reactant 1

HCID 18625918Ethyl 3-(4-benzyloxyphenyl)-2-(4-t-butylphenoxy)propionate

Product 1

HCID 18625938Ethyl 2-(4-t-butylphenoxy)-3-(4-hydroxyphenyl)propionateYield 99.8%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a similar manner to that described in Reference example 1(d), a reaction was carried out using ethyl 3-(4-benzyloxyphenyl)-2-(4-t-butylphenoxy)propionate (3.00 g), which is the product of Reference example 36(a) and palladium on carbon (5%, 300 mg) and the reaction mixture was treated to afford the desired compound (2.37 g) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-b38173c374344748aa6df668826cb241
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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