Dicyclohexylcarbodiimide → HCID 178447885, 화합물

HRID 36310

반응식

HRID 36310 반응식
[CH:1](/[C@H:4]1[CH2:9][CH2:8][C@H:7]([C:10]2[CH:18]=[CH:17][C:13]([C:14]([OH:16])=[O:15])=[CH:12][CH:11]=2)[CH2:6][CH2:5]1)=[CH:2]\[CH3:3].[C:19]([C:21]1[CH:26]=[CH:25][C:24](O)=[CH:23][C:22]=1[F:28])#[N:20].C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C1C=CN=CC=1.C(Cl)Cl>[CH:1](/[C@H:4]1[CH2:5][CH2:6][C@H:7]([C:10]2[CH:11]=[CH:12][C:13]([C:14]([O:16][C:24]3[CH:25]=[CH:26][C:21]([C:19]#[N:20])=[C:22]([F:28])[CH:23]=3)=[O:15])=[CH:17][CH:18]=2)[CH2:8][CH2:9]1)=[CH:2]\[CH3:3]

참가 물질

6

반응물 3

HCID 10868DicyclohexylcarbodiimideHCID 27346752-Fluoro-4-hydroxybenzonitrileHCID 178447887HCID 178447887, 화합물

생성물 1

HCID 178447885HCID 178447885, 화합물수율 67%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A suspension of 2.68 g of 4-[trans-4-(1E-propenyl)cyclohexyl]benzoic acid, 1.8 g of 4-cyano-3-fluorophenol and 187 mg of 4-(dimethylamino)pyridine in 25 ml of methylene chloride was cooled to 0° C. and treated while stirring with 3.17 g of N,N'-dicyclohexylcarbodiimide. After stirring at 0° C. for 5 minutes and at room temperature for 3 hours the suspension was filtered and the filtrate was concentrated. Chromatographic purification of the residue on 50 g of basic aluminium oxide with methylene chloride and subsequent crystallization from hexane/ethyl acetate gave 2.67 g of 4-cyano-3-fluorophenyl 4-[trans-4-(1E-propenyl)cyclohexyl]benzoate as colourless crystals; m.p. (C-N) 117.5° C., cl.p. (N--I) 233.1° C.

후처리

  1. additiontreated
  2. filtrationwas filtered
  3. concentrationthe filtrate was concentrated
  4. customChromatographic purification of the residue on 50 g of basic aluminium oxide
  5. customwith methylene chloride and subsequent crystallization from hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-16b0ae39a91848c6bc4715836e1e5cb1
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05413734

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