HRID1285244

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCCc1c(OCCCCCOc2ccc3c(=O)cc(C(=O)OCC)oc3c2CCC)ccc(C(C)=O)c1O

HCID13537861

未命名化合物

PRODUCTS

生成物

结构：CCCc1c(OCCCCCOc2ccc3c(c2CCC)OC(C(=O)OCC)CC3=O)ccc(C(C)=O)c1O

HCID20250468

未命名化合物

收率 51.2%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID935

Nickel

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

2.45 g (4.55 mmole) of the compound from Example 2 was dissolved in 250 ml of absolute ethanol, 0.5 g W2Raney nickel added, and the mixture hydrogenated at 2 psi and room temperature for 7 hours. After removal of catalyst by filtration and solvent by rotary evaporation, the residue was purified by high pressure liquid chromatography to furnish 1.26 g (51%) of the title compound, mp 80°-81°. Calc: C, 68.87; H, 7.46. Found: C, 68.70; H. 7.43.

WORKUP

后处理

customAfter removal of catalyst
filtrationby filtration and solvent
customby rotary evaporation
customthe residue was purified by high pressure liquid chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-721ba1af985546429bac2c1460da872c
来源数据集: uspto-grants-1986_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04565882
来源说明: uspto-grants-1986_01

反应 SMILES

[C:1]([C:6]1[O:7][C:8]2[C:13]([C:14](=[O:16])[CH:15]=1)=[CH:12][CH:11]=[C:10]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30](=[O:32])[CH3:31])=[C:26]([OH:33])[C:25]=1[CH2:34][CH2:35][CH3:36])[C:9]=2[CH2:37][CH2:38][CH3:39])([O:3][CH2:4][CH3:5])=[O:2]>C(O)C.[Ni]>[C:1]([CH:6]1[CH2:15][C:14](=[O:16])[C:13]2[C:8](=[C:9]([CH2:37][CH2:38][CH3:39])[C:10]([O:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][O:23][C:24]3[CH:29]=[CH:28][C:27]([C:30](=[O:32])[CH3:31])=[C:26]([OH:33])[C:25]=3[CH2:34][CH2:35][CH3:36])=[CH:11][CH:12]=2)[O:7]1)([O:3][CH2:4][CH3:5])=[O:2]