Chlorosulfonic acid → 4-Chlorosulfonyl-2-propylphenoxy-acetic acid ethyl ester

HRID 898483Notes

Reaction equation

HRID 898483 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[CH2:13][CH2:14][CH3:15])[CH3:2].[Cl:17][S:18](O)(=[O:20])=[O:19]>>[CH2:1]([O:3][C:4](=[O:16])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:18]([Cl:17])(=[O:20])=[O:19])=[CH:9][C:8]=1[CH2:13][CH2:14][CH3:15])[CH3:2]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 20768112Ethyl 2-(2-propylphenoxy)acetate

Product 1

HCID 207681244-Chlorosulfonyl-2-propylphenoxy-acetic acid ethyl esterYield 83.5%

Procedure

(2-Propyl-phenoxy)-acetic acid ethyl ester (5.0 g, 22.4 mmol) was added to chlorosulfonic acid (6.6 mL) at 0° C. dropwise. After addition, the mixture was warmed to room temperature slowly and stirred for 2 h. The reaction mixture was poured into ice and stirred for 1 h, filtered and the solid product was washed with water, dried in vacuum oven over night giving the title compound (6.0 g, 83.5%).

Workup

  1. additionAfter addition
  2. additionThe reaction mixture was poured into ice
  3. stirringstirred for 1 h
  4. filtrationfiltered
  5. washthe solid product was washed with water
  6. customdried in vacuum oven over night

Sources & evidence

ORD record
ord-31a3f3881b054a19acedf79df9caf1db
Source dataset
uspto-grants-2008_04
Patent number
US07351728B2

Reaction notes

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