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Dicyclohexylcarbodiimide → HCID 19979937、化合物

HRID 477296
ノート
印刷プレビュー

反応式

HRID 477296 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 6

HCID 10868DicyclohexylcarbodiimideHCID 202741-IodoheptaneHCID 2724682Lithium diisopropylamideHCID 44339084-(Heptyloxy)-4'-biphenylcarboxylic AcidHCID 19979915HCID 19979915、化合物HCID 178511285HCID 178511285、化合物

生成物 1

HCID 19979937
HCID 19979937、化合物

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-476f865ede454ea795b872dd43e935ed
出典データセット
uspto-grants-1989_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04886620

反応ノート

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