Dichloromethane → 2-[4-(2-Methanesulfonyloxy-ethyl)-phenyl]-2-methyl-propionic acid ethylester

HRID 472799Notes

Reaction equation

HRID 472799 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[C:5]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][OH:16])=[CH:10][CH:9]=1)([CH3:7])[CH3:6])[CH3:2].C(N(CC)CC)C.[CH3:25][S:26](Cl)(=[O:28])=[O:27].ClCCl>O>[CH2:1]([O:3][C:4](=[O:17])[C:5]([C:8]1[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][O:16][S:26]([CH3:25])(=[O:28])=[O:27])=[CH:12][CH:13]=1)([CH3:7])[CH3:6])[CH3:2]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 66869809Ethyl 2-(4-(2-hydroxyethyl)phenyl)-2-methylpropanoate

Product 1

HCID 866497982-[4-(2-Methanesulfonyloxy-ethyl)-phenyl]-2-methyl-propionic acid ethylesterYield 109.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a reaction vessel, 2-[4-(2-hydroxy-ethyl)-phenyl]-2-methyl-propionic acid ethylester (2.2 g) prepared in the Example 4, triethylamine (1.2 g), methanesulfonylchloride (1.25 g) and dichloromethane (20 mL) were introduced, and the mixture was reacted at room temperature for 2 hours. Distilled water (50 mL) was added thereto, and the mixture was stirred to separate layers. The separated organic layer was dehydrated with Na2SO4, and then condensed by filtration to obtain 2-[4-(2-methanesulfonyloxy-ethyl)-phenyl]-2-methyl-propionic acid ethylester (3.2 g, yield 100%).

Workup

  1. additionwere introduced
  2. customthe mixture was reacted at room temperature for 2 hours
  3. customto separate layers
  4. customcondensed
  5. filtrationby filtration

Sources & evidence

ORD record
ord-9c387225fd574240bce7bc36f0352e0c
Source dataset
uspto-grants-2014_01
Patent number
US08633223B2

Reaction notes

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