Dichloromethane → HCID 86344063, compound

HRID 472798Notes

Reaction equation

HRID 472798 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]O)=[CH:9][CH:8]=1)([CH3:6])[CH3:5].S(Cl)([Cl:19])=O.ClCCl>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3](=[O:16])[C:4]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][Cl:19])=[CH:9][CH:8]=1)([CH3:6])[CH3:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 45257528Methyl 2-(4-(2-hydroxyethyl)phenyl)-2-methylpropanoate

Product 1

HCID 86344063HCID 86344063, compoundYield 92.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In a reaction vessel, 2-[4-(2-hydroxy-ethyl)-phenyl]-2-methyl-propionic acid methylester (1 g) prepared in the Examples 1-3, thionyl chloride (2.7 g) and dichloromethane (15 mL) were introduced, and the mixture was reacted at room temperature for 2 hours. Toluene (30 mL) was added, the mixture was condensed under reduced pressure, and the solvent was removed. Dichloromethane (50 mL) and sodium hydrogen carbonate solution (30 mL) were 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-chloro-ethyl)-phenyl]-2-methyl-propionic acid methylester (1.0 g, yield 92%).

Workup

  1. additionwere introduced
  2. customthe mixture was reacted at room temperature for 2 hours
  3. customcondensed under reduced pressure
  4. customthe solvent was removed
  5. additionDichloromethane (50 mL) and sodium hydrogen carbonate solution (30 mL) were added
  6. customto separate layers
  7. customcondensed
  8. filtrationby filtration

Sources & evidence

ORD record
ord-457751555c244503b8bcd94730eff446
Source dataset
uspto-grants-2014_01
Patent number
US08633223B2

Reaction notes

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