Methylenecycloheptane → Bromomethanesulfonylmethylene cycloheptane

HRID 364245

反応式

HRID 364245 の反応式
[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]

参加物

4

反応物 2

HCID 137620MethylenecycloheptaneHCID 10977482Bromomethanesulfonyl bromide

生成物 1

HCID 13657290Bromomethanesulfonylmethylene cycloheptane収率 96%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b988f9c13f424d1c82232659e00f9c8d
出典データセット
uspto-grants-1986_08
特許番号
US04604480

関連ノート

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