تفاعل #684980

ord-9cd5eba7b93f40d7b1939722ff445764

معادلة التفاعل

O=C1CCC(=O)N1Br
N-bromosuccinimide
CCCCCCCCCCCC(=O)NS(=O)(=O)c1ccc(C)cc1
N-dodecanoyl-4-methylbenzenesulfonamide
CCOC(C)=O
Ethyl acetate
CCCCCCC
heptane
CCCCCCCCCCCC(=O)NS(=O)(=O)c1ccc(CBr)cc1
4-bromomethyl-N-(dodecanoyl)benzenesulfonamide
المردود 120.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe reaction mixture was heated for 1 h to 80° C
  2. 2
    درجة الحرارةThe reaction mixture was heated another 2 h to 80° C
  3. 3
    أخرىThe solid was removed by filtration
  4. 4
    أخرىThe solvent was removed from the filtrate

الإجراء التجريبي

At 80° C., N-bromosuccinimide (1.43 g, 8.06 mmol) and dibenzoylperoxide (62 mg, 0.25 mmol) were added successively to a solution of N-dodecanoyl-4-methylbenzenesulfonamide (3 g, 8.48 mmol) in tetrachloromethane (75 ml). The reaction mixture was heated for 1 h to 80° C. Another portion of dibenzoylperoxide (100 mg, 0.41 mmol) was added. The reaction mixture was heated another 2 h to 80° C. It was cooled to room temperature and left for 16 h. Ethyl acetate (100 ml) and heptane (100 ml) were added. The solid was removed by filtration. The solvent was removed from the filtrate to give 4.19 g of crude 4-bromomethyl-N-(dodecanoyl)benzenesulfonamide, which was used for the next step, without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07897560B2uspto-grants-2011_03