Sodium Acetate → Bicyclo[3.2.1]octan-8-ol, 1,5-dimethyl-, 8-acetate

HRID 1732861노트

반응식

HRID 1732861 반응식
[CH3:1][C:2]12[CH:9](Br)[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2.[C:12]([O-:15])(=[O:14])[CH3:13].[Na+]>C(O)(=O)C.[Cu]Cl>[CH3:1][C:2]12[CH:9]([O:15][C:12](=[O:14])[CH3:13])[C:6]([CH3:11])([CH2:7][CH2:8]1)[CH2:5][CH2:4][CH2:3]2

참가 물질

5

반응물 2

HCID 517045Sodium AcetateHCID 5323829HCID 5323829, 화합물

생성물 1

HCID 173489Bicyclo[3.2.1]octan-8-ol, 1,5-dimethyl-, 8-acetate

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 176Acetic Acid용매

실험 절차

5 g of 1,5-dimethyl-8-bromobicyclo[3,2,1]octane was boiled under reflux for 18 hours in acetic acid in the presence of sodium acetate and copper(I) chloride. The reaction mixture was cooled and filtered, diluted with water and extracted with pentane. The pentane solution was washed with water and an aqueous sodium bicarbonate solution, dired, evaporated and fractionally distilled. 1,5-dimethyl-8-acetoxy-bicyclo[3,2,1]octane was obtained in good yield. 1,5-dimethyl-8-acetoxybicyclo[3,2,1]octane was also obtained in a similar manner starting from the 8-iodo compound described in Example 3.

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. additiondiluted with water
  4. extractionextracted with pentane
  5. washThe pentane solution was washed with water
  6. customevaporated
  7. distillationfractionally distilled

출처 및 근거

ORD 기록
ord-0eceffbef72246bdb33234096b68b253
출처 데이터셋
uspto-grants-1980_12
특허 번호
US04239707

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