تفاعل #325533

ord-88f24a232b204777bb7f02ac8d456237

معادلة التفاعل

O=C([O-])O.[Na+]
sodium hydrogencarbonate
CC(C)(C)CO
2,2-dimethyl-1-propanol
ClC(Cl)Cl
chloroform
O=S(=O)(Cl)c1cccc(Br)c1
3-bromobenzenesulfonyl chloride
CC(C)(C)COS(=O)(=O)c1cccc(Br)c1
title compound
المردود 108.1%
CC(C)(C)COS(=O)(=O)c1cccc(Br)c1
2,2-Dimethylpropyl 3-bromobenzenesulfonate
المردود 108.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةUnder cooling in an ice bath
  2. 2
    استخلاصthe obtained mixture was then extracted with chloroform
  3. 3
    غسيلThe organic layer was washed with a saturated saline
  4. 4
    تجفيفwas then dried over anhydrous sodium sulfate
  5. 5
    تركيزfollowed by vacuum concentration
  6. 6
    غسيلThe obtained solid was washed with n-hexane

الإجراء التجريبي

Under cooling in an ice bath, 2,2-dimethyl-1-propanol (1.55 g) was added to a chloroform (20 mL) solution that contained 3-bromobenzenesulfonyl chloride (3.00 g) and pyridine (1.86 g), and the obtained solution was then stirred at a room temperature for 60 hours. Thereafter, water and a saturated sodium hydrogencarbonate aqueous solution were added to the reaction solution, and the obtained mixture was then extracted with chloroform. The organic layer was washed with a saturated saline, and was then dried over anhydrous sodium sulfate, followed by vacuum concentration. The obtained solid was washed with n-hexane, so as to obtain the title compound (3.90 g) in the form of a colorless solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08642626B2uspto-grants-2014_02