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

HRID 472796Notes

Reaction equation

HRID 472796 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][OH:15])=[CH:9][CH:8]=1)([CH3:6])[CH3:5].C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26].ClCCl>O>[CH3:1][O:2][C:3](=[O:16])[C:4]([C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH2:14][O:15][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:11][CH:12]=1)([CH3:6])[CH3:5]

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 45257528Methyl 2-(4-(2-hydroxyethyl)phenyl)-2-methylpropanoate

Product 1

HCID 452575292-[4-(2-Methanesulfonyloxy-ethyl)-phenyl]-2-methyl-propionic acid methylesterYield 107.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a reaction vessel, 2-[4-(2-hydroxy-ethyl)-phenyl]-2-methyl-propionic acid methylester (2.2 g) prepared in the Examples 1-3, 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 Na2SO4, and then condensed by filtration to obtain 2-[4-(2-methanesulfonyloxy-ethyl)-phenyl]-2-methyl-propionic acid methylester (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-fde8e9221c8641c8bb7bb5b31c7bd895
Source dataset
uspto-grants-2014_01
Patent number
US08633223B2

Reaction notes

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