Diethylene Glycol → HCID 20339673, 화합물

HRID 597228노트

반응식

HRID 597228 반응식
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH2:8][CH:9]2[C:14](=O)[CH:13]3[CH2:16][CH2:17][N:10]2[CH2:11][CH2:12]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].NN.C(O)COCCO>O>[C:18]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:8][CH:9]2[CH2:14][CH:13]3[CH2:16][CH2:17][N:10]2[CH2:11][CH2:12]3)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

참가 물질

6

반응물 4

HCID 8117Diethylene GlycolHCID 9321HydrazineHCID 14797Potassium HydroxideHCID 22759851HCID 22759851, 화합물

생성물 1

HCID 20339673HCID 20339673, 화합물

시약·촉매·용매 1

HCID 962Water용매

실험 절차

9.3 Parts 3-(2,2-diphenylethyl-1-azabicyclo[2.2.2]-octan-3-one, 1.30 parts potassium hydroxide, 3.6 parts by volume of an 85% solution of hydrazine in water, and 59 parts diethylene glycol are combined and refluxed, with stirring, under nitrogen for 2.75 hours. Stirring and heating are then discontinued and the reaction mixture is allowed to stand for 16 hours at which time the mixture is heated to distill until a head temperature of 235° C. is reached. After cooling to room temperature, the mixture is partitioned between 900 parts by volume of a 5% sodium chloride solution and two 430 parts portions of ether. The ethereal extracts are combined, washed with water, dried over anhydrous sodium sulfate and stripped in vacuo to give an oil which solidifies upon standing. This solid is crystallized from n-pentane to afford, as a white solid, 2-(2,2-diphenylethyl)-1-azabicyclo[2.2.2]-octane, melting at about 87.5°-89.0° C. This compound is represented by the following structural formula. ##STR10##

후처리

  1. temperaturerefluxed
  2. stirringStirring
  3. temperatureheating
  4. waitto stand for 16 hours at which time
  5. temperaturethe mixture is heated
  6. distillationto distill until a head temperature of 235° C.
  7. customthe mixture is partitioned between 900 parts by volume of a 5% sodium chloride solution and two 430 parts portions of ether
  8. washwashed with water
  9. dry with materialdried over anhydrous sodium sulfate
  10. customto give an oil which
  11. customThis solid is crystallized from n-pentane

출처 및 근거

ORD 기록
ord-d62ae72dfa344ec9b8a1cc5ab9c53391
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04013667

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