Chlorosulfonic acid → 1034047-28-3

HRID 1691429Notes

Reaction equation

HRID 1691429 reaction equation
[C:1]1([C:7]2([C:10]#[N:11])[CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][S:13](O)(=[O:15])=[O:14]>C(Cl)(Cl)Cl>[C:10]([C:7]1([C:1]2[CH:6]=[CH:5][C:4]([S:13]([Cl:12])(=[O:15])=[O:14])=[CH:3][CH:2]=2)[CH2:8][CH2:9]1)#[N:11]

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 702881-Phenylcyclopropanecarbonitrile

Product 1

HCID 552790211034047-28-3

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 1-phenylcyclopropanecarbonitrile (0.5 g, 3.5 mmol) in 5 mL of chloroform was added 0.5 mL of ClSO3H at 0° C. After stirring at rt stirred overnight, the reaction mixture was poured into ice-water (50 mL) and the product was extracted with CHCl3 (75 mL). The extracts were washed with water (50 mL) and brine (50 mL), dried over anhydrous MgSO4, and concentrated to give the title compound. 1H NMR (500 MHz, CD3OD): δ 8.08 (2H, d), 7.77 (2H, d), 1.60 (2H, t), 1.21 (2H, t).

Workup

  1. stirringstirred overnight
  2. extractionthe product was extracted with CHCl3 (75 mL)
  3. washThe extracts were washed with water (50 mL) and brine (50 mL)
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-5b115e9dc8374e1a93efe1b08e0be5e8
Source dataset
uspto-grants-2012_04
Patent number
US08153626B2

Reaction notes

Loading…