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Dimethyl Sulfoxide → HCID 21448660, 화합물

HRID 596824
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HRID 596824 반응식
[C:1]([C:3]1([CH2:19][CH2:20]Br)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][CH2:6][C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2)#[N:2].[ClH:22].[CH:23]12[CH2:30][CH2:29][CH:26]([CH2:27][CH2:28]1)[CH2:25][NH:24]2.C(=O)([O-])[O-].[K+].[K+].CS(C)=O>C(OCC)C.C(Cl)Cl.C(O)(C)C.O>[ClH:22].[C:1]([C:3]1([CH2:19][CH2:20][N:24]2[CH2:25][CH:26]3[CH2:29][CH2:30][CH:23]2[CH2:28][CH2:27]3)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][CH2:7][CH2:6][C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]1=2)#[N:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 679Dimethyl SulfoxideHCID 11430Potassium CarbonateHCID 2144866212-Cyano-12-(2-bromoethyl)-5,6,7,12-tetrahydrodibenzo[a,d]cycloocteneHCID 219848442-Azabicyclo[2.2.2]octane hydrochloride

생성물 1

HCID 21448660HCID 21448660, 화합물

시약·촉매·용매 4

HCID 962Water
용매
HCID 3283Diethyl Ether용매
HCID 3776Isopropanol용매
HCID 6344Dichloromethane용매

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온도
100 °C

실험 절차

3.1 Parts 12-cyano-12-(2-bromoethyl)-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene, 1.8 parts 2-azabicyclo[2.2.2]octane hydrochloride, 1.8 parts potassium carbonate, 44 parts dimethylsulfoxide and 10 parts water are combined, heated at 100° C. for about 4 hours, and then poured into an ice-water mixture. The resulting gummy precipitate is dissolved in a mixture of ethyl ether and methylene chloride. The organic phase is separated, washed three times with water, dried with sodium sulfate, filtered, and the solvents removed to leave an oil. This oil is dissolved with a solution of HC1 in isopropanol, and precipitated with ethyl ether to give 12-cyano12-[2-(2-azabicyclo[2.2.2]oct-2-yl)ethyl]-5,6,7,12-tetrahydrodibenzo[a,d]cyclooctene hydrochloride. This compound is represented by the following structural formula. ##STR17##

후처리

  1. customThe organic phase is separated
  2. washwashed three times with water
  3. dry with materialdried with sodium sulfate
  4. filtrationfiltered
  5. customthe solvents removed
  6. customto leave an oil
  7. customprecipitated with ethyl ether

출처 및 근거

ORD 기록
ord-daee9cc1d34847c199d396dac081de17
출처 데이터셋
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04012393

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