Ethyl phenylacetate → (4-Chlorosulfonyl-phenyl)-acetic acid ethyl ester

HRID 1712987Notes

Reaction equation

HRID 1712987 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:2].[Cl:13][S:14](O)(=[O:16])=[O:15]>>[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:14]([Cl:13])(=[O:16])=[O:15])=[CH:8][CH:7]=1)[CH3:2]

Participants

3

Reactant 2

HCID 7590Ethyl phenylacetateHCID 24638Chlorosulfonic acid

Product 1

HCID 10467900(4-Chlorosulfonyl-phenyl)-acetic acid ethyl ester

Procedure

To 160 mL of chlorosulfonic acid cooled to 0° C. under nitrogen is added the title A compound, phenylacetic acid ethyl ester (59 g, 0.35 mol) over a period of 1 h. Reaction temperature is brought to RT (28° C.), then stirred at ambient temperature for 18 h. The reaction is poured onto ice, extracted with ethyl acetate, dried over MgSO4, filtered and evaporated to a yellow oil and used directly in the next step.

Workup

  1. customReaction temperature
  2. customis brought to RT
  3. custom(28° C.)
  4. additionThe reaction is poured onto ice
  5. extractionextracted with ethyl acetate
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. customevaporated to a yellow oil

Sources & evidence

ORD record
ord-4fe4c4c6e7a34226b99be88597ab0756
Source dataset
uspto-grants-2010_09
Patent number
US07795257B2

Reaction notes

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