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

HRID 1859973Notes

Reaction equation

HRID 1859973 reaction equation
[CH2:1]([CH:5]([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]([CH:5]([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 18625771Ethyl 2-butyl-3-[4-[2-(tetrahydropyran-2-yloxy)ethoxy]phenyl]propionate

Product 1

HCID 18625693Ethyl 2-butyl-3-[4-(2-hydroxyethoxy)phenyl]propionateYield 75%

Procedure

In a similar manner to that described in Reference example 3(f), a reaction was carried out using ethyl 2-butyl-3-[4-[2-(tetrahydropyran-2-yloxy)ethoxy]phenyl]propionate (2.47 g), which is the product of Reference example 6(d), and p-toluenesulfonic acid monohydrate (1.24 g) and the reaction mixture was treated to afford the desired compound (1.44 g) as a syrup.

Workup

  1. additionthe reaction mixture was treated

Sources & evidence

ORD record
ord-fc35bff199cb4f88b4b73a69c739bb21
Source dataset
uspto-grants-2003_03
Patent number
US06528525B1

Reaction notes

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