Acetic acid, 2-phenoxy-, ethyl ester → Ethyl 4-chlorosulfonylphenoxyacetate

HRID 860634Notes

Reaction equation

HRID 860634 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2].[Cl:14][S:15](O)(=[O:17])=[O:16]>>[CH2:1]([O:3][C:4](=[O:13])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([S:15]([Cl:14])(=[O:17])=[O:16])=[CH:9][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 17365Acetic acid, 2-phenoxy-, ethyl esterHCID 24638Chlorosulfonic acid

Product 1

HCID 14721760Ethyl 4-chlorosulfonylphenoxyacetate

Conditions

Temperature
0 °C

Procedure

Phenoxy-acetic acid ethyl ester (9.1 mL) is added to chlorosulfonic acid (15 mL) at 0° C. dropwise. The reaction is stirred at 0° C. for 30 min, it is allowed to warm to room temperature. After 2 hrs, the reaction mixture is poured into ice, solid product is collected by filtration and dried under vacuum.

Workup

  1. temperatureto warm to room temperature
  2. waitAfter 2 hrs
  3. additionthe reaction mixture is poured into ice, solid product
  4. filtrationis collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-3ecac445cbc640639a54f83023576593
Source dataset
uspto-grants-2006_12
Patent number
US07153878B2

Reaction notes

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