Chlorosulfonic acid → HCID 22000902, compound

HRID 1976292Notes

Reaction equation

HRID 1976292 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][C:7]1[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:8]=1[O:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>ClCCl>[CH2:16]([O:15][C:13]([CH2:12][CH2:11][CH2:10][O:9][C:8]1[CH:18]=[C:19]([CH3:23])[C:20]([S:2]([Cl:1])(=[O:5])=[O:3])=[C:21]([CH3:22])[C:7]=1[CH3:6])=[O:14])[CH3:17]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 22000905HCID 22000905, compound

Product 1

HCID 22000902HCID 22000902, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of chlorosulfonic acid (4.78 ml) and CH2Cl2 (25 ml) was added dropwise into a mixture of ethyl 4-(2,3,5-trimethylphenoxy)butyrate (6.00 g) and dichloromethane (CH2Cl2, 500 ml) under ice-water cooling over 10 minutes, and was stirred at room temperature for 2.5 hours. The reaction mixture was poured into a mixture of ice and sat. NaHCO3aq. The separated organic phase was washed with sat. NaHCO3aq., water, and brine, and was dried over MgSO4. After filtration, the filtrate was evaporated to give 4-(3-ethoxycarbonylpropoxy)-2,3,6-trimethylbenzenesulfonyl chloride (16.35 g) as an oil compound.

Workup

  1. additionThe reaction mixture was poured into a mixture of ice and sat. NaHCO3aq
  2. washThe separated organic phase was washed with sat. NaHCO3aq
  3. dry with material, water, and brine, and was dried over MgSO4
  4. filtrationAfter filtration
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-2778fe659f14444eb5c20df730ebf3c5
Source dataset
uspto-grants-2001_05
Patent number
US06225480B1

Reaction notes

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