p-Toluenesulfonic acid monohydrate → Ethyl 2-butyl-3-[4-(2-hydroxyethoxy)phenyl]-2-methylpropionate

HRID 1860003Notes

Reaction equation

HRID 1860003 reaction equation
[CH2:1]([C:5]([CH3:28])([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][O:21]C2CCCCO2)=[CH:14][CH:13]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2][CH2:3][CH3:4].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH2:1]([C:5]([CH3:28])([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][OH:21])=[CH:14][CH:13]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 18625755Ethyl 2-butyl-2-methyl-3-[4-[2-(tetrahydropyran-2-yloxy)ethoxy]phenyl]propionate

Product 1

HCID 18625749Ethyl 2-butyl-3-[4-(2-hydroxyethoxy)phenyl]-2-methylpropionateYield 83.1%

Procedure

In a similar manner to that described in Reference example 3(f), a reaction was carried out using ethyl 2-butyl-2-methyl-3-[4-[2-(tetrahydropyran-2-yloxy)ethoxy]phenyl]propionate (4.18 g), which is the product of Reference example 10(c), and p-toluenesulfonic acid monohydrate (2.61 g) and the reaction mixture was treated to afford the desired compound (2.73 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-e502d11fef1945e681f9c04f538c4b3a
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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