Ethyl 3-(4-benzyloxyphenyl)-2-(4-cyanophenoxy)propionate → Ethyl 2-(4-cyanophenoxy)-3-(4-hydroxyphenyl)propionate

HRID 1860080Notes

Reaction equation

HRID 1860080 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]#[N: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:25]=[CH:24][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:28][CH:27]=1)#[N:30]

Participants

3

Reactant 1

HCID 18626028Ethyl 3-(4-benzyloxyphenyl)-2-(4-cyanophenoxy)propionate

Product 1

HCID 18625868Ethyl 2-(4-cyanophenoxy)-3-(4-hydroxyphenyl)propionateYield 100.5%

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-cyanophenoxy)propionate (376 mg), which is the product of Reference example 41(a), and palladium on carbon (5%, 65 mg) and the reaction mixture was treated to afford the title compound (293 mg) as a colorless oil.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-6e23ce9faecc43f4a42d8076e5a72c53
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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