Methylenecycloheptane → Bromomethanesulfonylmethylene cycloheptane

HRID 364245

반응식

HRID 364245 반응식
[CH2:1]=[C:2]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[Br:9][CH2:10][S:11](Br)(=[O:13])=[O:12]>C(Cl)Cl>[Br:9][CH2:10][S:11]([CH:1]=[C:2]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1)(=[O:13])=[O:12]

참가 물질

4

반응물 2

HCID 137620MethylenecycloheptaneHCID 10977482Bromomethanesulfonyl bromide

생성물 1

HCID 13657290Bromomethanesulfonylmethylene cycloheptane수율 96%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of methylenecycloheptane (3.3 g) and bromomethanesulfonyl bromide (7.14 g) in methylene chloride (10 mL) was irradiated at -20° C. with an ultraviolet lamp for 1 hour. Evaporation of the solvent gave a solid which was washed with pentane. This solid (9.7 g) was dissolved in methylene chloride (150 mL), chilled in ice and treated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL). The reaction mixture was stirred for 0.5 hours, washed with dilute HCl and water. The organic layer was separated, dried over anhydrous magnesium sulfate and the methylene chloride removed in vacuo to give oily bromomethanesulfonylmethylene cycloheptane (7.0 g, 96% yield) which was characterized by IR and NMR spectroscopy.

후처리

  1. customwas irradiated at -20° C. with an ultraviolet lamp for 1 hour
  2. customEvaporation of the solvent
  3. customgave a solid which
  4. washwas washed with pentane
  5. dissolutionThis solid (9.7 g) was dissolved in methylene chloride (150 mL)
  6. temperaturechilled in ice
  7. additiontreated dropwise with a solution of triethylamine (3.3 g) in methylene chloride (20 mL)
  8. washwashed with dilute HCl and water
  9. customThe organic layer was separated
  10. dry with materialdried over anhydrous magnesium sulfate
  11. customthe methylene chloride removed in vacuo

출처 및 근거

ORD 기록
ord-b988f9c13f424d1c82232659e00f9c8d
출처 데이터셋
uspto-grants-1986_08
특허 번호
US04604480

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