HRID1757363

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID19387549

未命名化合物

HCID178444557

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCOc1ccc(-c2ncc(OC(=O)[C@H]3CC[C@H](CCCCC)CC3)cc2F)cc1

HCID178443716

未命名化合物

收率 42%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

0.29 g (0.91 mmol) of 3-fluoro-5-hydroxy-2-(4-octyloxyphenyl)pyridine, 0.19 g (0.91 mmol) of dicyclohexylcarbodiimide, 0.16 g (0.91 mmol) of trans-4-pentylcyclohexanecarboxylic acid and 0.01 g of 4-(N,N-dimethylamino)pyridine are stirred at room temperature for 18 hours in 10 ml of dichloromethane. Filtration, evaporation to dryness, chromatographic purification (silica gel/hexane: ethyl acetate 8:2) and recrystallization from acetonitrile give 0.19 g of 3-fluoro-2-(4-octyloxyphenyl)pyridin-5-yl trans-4-pentylcyclohexanecarboxylate. ##STR28## The compound has the phase sequence: X 65.2 (40.2) Sc 63 SA 129 N 173 I.

WORKUP

后处理

filtrationFiltration, evaporation
customto dryness, chromatographic purification (silica gel/hexane: ethyl acetate 8:2) and recrystallization from acetonitrile

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-71066c13a63240f9901ba2736a1158ed
来源数据集: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05445763
来源说明: uspto-grants-1995_08

反应 SMILES

[F:1][C:2]1[C:3]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:11][CH:10]=2)=[N:4][CH:5]=[C:6]([OH:8])[CH:7]=1.C1(N=C=NC2CCCCC2)CCCCC1.[CH2:39]([C@H:44]1[CH2:49][CH2:48][C@H:47]([C:50](O)=[O:51])[CH2:46][CH2:45]1)[CH2:40][CH2:41][CH2:42][CH3:43]>CN(C1C=CN=CC=1)C.ClCCl>[CH2:39]([C@H:44]1[CH2:45][CH2:46][C@H:47]([C:50]([O:8][C:6]2[CH:7]=[C:2]([F:1])[C:3]([C:9]3[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[CH:13][CH:14]=3)=[N:4][CH:5]=2)=[O:51])[CH2:48][CH2:49]1)[CH2:40][CH2:41][CH2:42][CH3:43]