Diiodomethane → 2,2,5a-Trimethyloctahydro-3,6-methanocyclopropa[a]inden-1b(1H)-ol

HRID 1730115

반응식

HRID 1730115 반응식
ICI.[CH3:4][C:5]12[C:13]3([OH:17])[C:14]([CH3:16])([CH3:15])[CH:8]([CH2:9][CH:10]1[CH:11]=[CH:12]3)[CH2:7][CH2:6]2.[CH2:18](O)C=CCCCCCCC>CCOCC.[Zn]>[CH3:4][C:5]12[C:13]3([OH:17])[C:14]([CH3:16])([CH3:15])[CH:8]([CH2:9][CH:10]1[CH:11]1[CH:12]3[CH2:18]1)[CH2:7][CH2:6]2

참가 물질

6

반응물 3

HCID 6346Diiodomethane2회HCID 876302-Decen-1-olHCID 54474433HCID 54474433, 화합물

생성물 1

HCID 544037382,2,5a-Trimethyloctahydro-3,6-methanocyclopropa[a]inden-1b(1H)-ol

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 3283Diethyl Ether용매2회

실험 절차

A suspension of 19 g of zinc dust and 29 g of cuprous chloride powder in 125 ml of ether are stirred under reflux for thirty minutes. Diiodomethane (14.8 ml) is added dropwise over a twenty minute period. No external heat is required and the addition is carried out at a rate sufficient to maintain reflux (36°-41° C). 1.5 g of the product produced in Example VI, 9,10,10-trimethyl-tricyclo-(4.3.1.04,9)-dec-2-en-1-ol, is then added dropwise over a twenty minute period without external heating. Reflux is maintained (41°-46° C) throughout addition of the dec-2-en-1-ol. The reaction mass is refluxed daily for 8.5 hours for 5 days (42 hours in all) adding more ether and diiodomethane as required. The course of the reaction is followed by GLC (20 feet × 1/4 inch 5% SE-30 prog. 100°-220° C at [4°/min.).

후처리

  1. temperatureunder reflux for thirty minutes
  2. temperatureNo external heat
  3. additionthe addition
  4. temperatureto maintain
  5. temperaturereflux (36°-41° C)
  6. temperatureReflux
  7. temperatureis maintained (41°-46° C)
  8. temperatureThe reaction mass is refluxed daily for 8.5 hours for 5 days (42 hours in all)
  9. custom100°-220° C

출처 및 근거

ORD 기록
ord-6b892126f881409d83f80a4469476d16
출처 데이터셋
uspto-grants-1976_11
특허 번호
US03991123

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