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Dicyclohexylcarbodiimide → HCID 19979937, 화합물

HRID 477296
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HRID 477296 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:35]=[CH:34][C:33]([C:36]([OH:38])=[O:37])=[CH:32][CH:31]=2)=[CH:26][CH:25]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[C:39]([C:41]1([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:46][CH2:45][CH:44](O)[CH2:43][CH2:42]1)#[N:40].C([C@H]1CC[C@H](O)CC1)#N.C(I)CCCCCC.C([N-]C(C)C)(C)C.[Li+]>ClCCl.CCOCC>[CH2:16]([O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]2[CH:31]=[CH:32][C:33]([C:36]([O:38][CH:44]3[CH2:45][CH2:46][C:41]([C:39]#[N:40])([CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])[CH2:42][CH2:43]3)=[O:37])=[CH:34][CH:35]=2)=[CH:26][CH:25]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 6

HCID 10868DicyclohexylcarbodiimideHCID 202741-IodoheptaneHCID 2724682Lithium diisopropylamideHCID 44339084-(Heptyloxy)-4'-biphenylcarboxylic AcidHCID 19979915HCID 19979915, 화합물HCID 178511285HCID 178511285, 화합물

생성물 1

HCID 19979937
HCID 19979937, 화합물

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매2회

실험 절차

While cooling with ice, 4.54 g of dicyclohexylcarbodiimide in 10 ml of dichloromethane are added dropwise to a mixture of 6.24 g of 4-heptyloxy-4'-biphenylcarboxylic acid, 4.46 g of 4-cyano-4-heptylcyclohexanol [obtainable from trans-4-cyanocyclohexanol by protecting the hydroxyl group as THP ether, reaction with heptyl iodide and lithium diisopropylamide and subsequent cleavage of the protective group] and 0.2 g of 4-N,N'-dimethylaminopyridine in 45 ml of dichloromethane. After 25 hours, the precipitated urea derivative is filtered off by suction, the filtrate is diluted with methylene chloride and washing was carried out several times in sequence with dilute hydrochloric acid and with water. After drying, the removal of the solvent and purification by chromatography and crystallization, 4-cyano-4-heptylcyclohexyl 4-heptyloxy-4'-biphenylcarboxylate is obtained.

후처리

  1. filtrationthe precipitated urea derivative is filtered off by suction
  2. additionthe filtrate is diluted with methylene chloride
  3. washwashing
  4. customAfter drying
  5. customthe removal of the solvent and purification
  6. customby chromatography and crystallization

출처 및 근거

ORD 기록
ord-476f865ede454ea795b872dd43e935ed
출처 데이터셋
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04886620

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