Pyridine → (2Z)-1,7,7-trimethyl-N-(prop-2-yn-1-yloxy)bicyclo[2.2.1]heptan-2-imine

HRID 1105741노트

반응식

HRID 1105741 반응식
Cl.[CH2:2]([CH:5]1C=CC=C[O:6]1)[C:3]#C.[CH3:11][C:12]12[C:18]([CH3:20])([CH3:19])[CH:15]([CH2:16][CH2:17]1)[CH2:14][C:13]2=O.[N:22]1C=CC=CC=1>C(O)C>[CH2:5]([O:6][N:22]=[C:13]1[CH2:14][CH:15]2[C:18]([CH3:20])([CH3:19])[C:12]1([CH3:11])[CH2:17][CH2:16]2)[C:2]#[CH:3]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 2537CamphorHCID 86737430HCID 86737430, 화합물

생성물 1

HCID 52692(2Z)-1,7,7-trimethyl-N-(prop-2-yn-1-yloxy)bicyclo[2.2.1]heptan-2-imine수율 74%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

59.0 g (0.55 mole) of propargyloxamine hydrochloride are added to a solution of 76 g (0.5 mole) of (±)-1,7,7-trimethyl-bicyclo[2,2,1]heptane-2-one in 225 ml of pyridine and 450 ml of dry ethanol. The reaction mixture is boiled for 3 hours and then it is evaporated in vacuo. The residue is diluted with water, and the aqueous mixture is extracted with dichloroethane. The dichloroethane solution is evaporated, and the residue is subjected to fractional distillation in vacuo. 76.0 g (74.0%) of (±)-2-(propargyloxyimino)-1,7,7-trimethyl-bicyclo[2,2,1]heptane are obtained as a light yellow oil; b.p.: 92° C./1.0 mm Hg, nD20 =1.4956.

후처리

  1. customit is evaporated in vacuo
  2. additionThe residue is diluted with water
  3. extractionthe aqueous mixture is extracted with dichloroethane
  4. customThe dichloroethane solution is evaporated
  5. distillationthe residue is subjected to fractional distillation in vacuo

출처 및 근거

ORD 기록
ord-b3313b6274a643e0bae092a8bfa1c9ad
출처 데이터셋
uspto-grants-1982_01
특허 번호
US04310348

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