Chlorosulfonic acid → HCID 43247009, compound

HRID 536057Notes

Reaction equation

HRID 536057 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH2:12][C:13]([F:16])([F:15])[F:14])[CH:3]=1.[Cl:17][S:18](O)(=[O:20])=[O:19]>>[F:1][C:2]1[CH:3]=[C:4]([O:11][CH2:12][C:13]([F:14])([F:15])[F:16])[C:5]([N+:8]([O-:10])=[O:9])=[CH:6][C:7]=1[S:18]([Cl:17])(=[O:20])=[O:19]

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 54370116HCID 54370116, compound

Product 1

HCID 43247009HCID 43247009, compoundYield 106.3%

Conditions

Temperature
50 °C

Procedure

A mixture of 4-fluoro-1-nitro-2-[(2,2,2-trifluoroethyl)oxy]benzene (10 g, 41.8 mmol) in chlorosulfonic acid (82 mL, 125.5 mmol) was stirred at 50° C. for 8 hours before being poured into ice and extracted with EtOAc. The organic extracts were dried (Na2SO4) and concentrated to give 2-fluoro-5-nitro-4-[(2,2,2-trifluoroethyl)oxy]benzenesulfonyl chloride (15 g, crude) as a brown oil, which was used directly in the next step.

Workup

  1. additionbefore being poured into ice
  2. extractionextracted with EtOAc
  3. dry with materialThe organic extracts were dried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-5d479ae32e8043bfbacc76793e7c6101
Source dataset
uspto-grants-2014_10
Patent number
US08859571B2

Reaction notes

Loading…