Ethyl 2-(4-benzyloxybenzyl)-2-methylcaproate → Ethyl 2-butyl-3-(4-hydroxyphenyl)-2-methylpropionate

HRID 1860001Notes

Reaction equation

HRID 1860001 reaction equation
C([O:8][C:9]1[CH:26]=[CH:25][C:12]([CH2:13][C:14]([CH3:24])([CH2:20][CH2:21][CH2:22][CH3:23])[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd]>[CH2:20]([C:14]([CH3:24])([CH2:13][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:26][CH:25]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:21][CH2:22][CH3:23]

Participants

3

Reactant 1

HCID 18625782Ethyl 2-(4-benzyloxybenzyl)-2-methylcaproate

Product 1

HCID 18625949Ethyl 2-butyl-3-(4-hydroxyphenyl)-2-methylpropionateYield 100.1%

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 2-(4-benzyloxybenzyl)-2-methylcaproate (3.95 g), which is the product of Reference example 10(a), and palladium on carbon (5%, 0.40 g) and the reaction mixture was treated to afford the desired compound (2.95 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-d5310086a6344bf8aa2cfc9f91efa524
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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