تفاعل #65155

ord-ffa5db23b6c645ea926f7c0af8d36b34

معادلة التفاعل

O=S(=O)(Cl)CCCCl
3-Chloropropylsulfonyl chloride
O=S(=O)(Cl)CCCCl
3-chloropropylsulfonyl chloride
Cl.NOCc1ccccc1
O-benzylhydroxylamine hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=S(=O)(CCCCl)NOCc1ccccc1
N-benzyloxy-3-chloropropylsulfonamide
المردود 41.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصthe reaction mixture was extracted with ethyl acetate
  2. 2
    غسيلFrom the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4)

الإجراء التجريبي

3-Chloropropylsulfonyl chloride 1 (30.28 g,0.17 mol), O-benzylhydroxylamine hydrochloride (27.3 g,0.17 mol), potassium carbonate (50 g,0.36 mol) and tetrabutylammonium sulfate (about 500 mg) are reacted with each other in a mixture of ether and water (1:1) (100 ml) for 24 hours at room temperature and the reaction mixture was extracted with ethyl acetate. The extract was subjected to column chromatography on silica gel. From the fraction eluted with a mixture of ethyl acetate/n-hexane (1:4),18.4 g (41%) of crude N-benzyloxy-3-chloropropylsulfonamide (intermediate 3g) was obtained as a pale yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05418230uspto-grants-1995_05