Chlorosulfonic acid → HCID 22994159, compound

HRID 1167669Notes

Reaction equation

HRID 1167669 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:6][CH:5]=1)[CH3:2].[S:16]([Cl:20])(=O)(=[O:18])[OH:17]>>[Cl:20][S:16]([C:5]1[CH:6]=[C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:8]=[CH:9][C:4]=1[O:3][CH2:1][CH3:2])(=[O:18])=[O:17]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 181675Ethyl 4-ethoxyphenylacetate

Product 1

HCID 22994159HCID 22994159, compoundYield 35.9%

Procedure

After addition of 208 mg(1.0 mmol) of ethyl 2-(4-ethoxyphenyl)acetate to 0.2 ml(3.0 mmol) of chlorosulfuric acid dropwise at 0° C., the mixture was warmed to room temperature and stirred for one hour, and then poured into ice water. After the resultant was extracted with ethyl acetate, the extracted ethyl acetate solution was washed with water three times. The solvent was removed under reduced pressure to give 110 mg of the title compound in a yield of 34%.

Workup

  1. extractionAfter the resultant was extracted with ethyl acetate
  2. washthe extracted ethyl acetate solution was washed with water three times
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-e103d0e9965546a3bf6578e7aefee955
Source dataset
uspto-grants-2003_09
Patent number
US06620831B2

Reaction notes

Loading…