HRID704117

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID180

Acetone

C3H6O

HCID4875

Potassium iodide

HCID11430

Potassium Carbonate

CK2O3

HCID13295518

1-(2-Hydroxy-3-propyl-4-sulfanylphenyl)ethan-1-one

C11H14O2S

结构：CCCc1c(OCCCl)ccc(C(C)=O)c1OC(CC)C(=O)[O-]

HCID86744524

未命名化合物

PRODUCTS

生成物

结构：CCCc1c(SCCOc2ccc(C(C)=O)c(OCCCC(=O)OCC)c2CCC)ccc(C(C)=O)c1O

HCID15712393

未命名化合物

收率 82.8%

PROCEDURE

实验过程

A mixture of ethyl 4-(6-acetyl-3-(2-chloroethoxy)-2-propylphenoxybutyrate (0.60 g), (2-hydroxy-4-mercapto-3-propylphenyl)-ethanone (0.51 g), potassium iodide (0.1 g) and potassium carbonate (0.65 g) in acetone (40 ml) was heated and refluxed with stirring for 19 hours. After cooled, inorganic materials were separated by filtration and the filtrate was concentrated. The resultant residue was separated and purified through silica gel column chromatography (eluting with benzene:ethyl acetate=15:1, then 9:1) to give the title compound (0.73 g, 82.8%) as brown oil.

WORKUP

后处理

temperaturewas heated
temperaturerefluxed
temperatureAfter cooled
custominorganic materials were separated by filtration
concentrationthe filtrate was concentrated
customThe resultant residue was separated
custompurified through silica gel column chromatography (
washeluting with benzene

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a520185c90c94a4cb5b23548e6a952af
来源数据集: uspto-grants-1991_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04985585
来源说明: uspto-grants-1991_01

反应 SMILES

[C:1]([C:4]1[C:9]([O:10][CH:11]([CH2:15][CH3:16])C([O-])=O)=[C:8]([CH2:17][CH2:18][CH3:19])[C:7]([O:20][CH2:21][CH2:22]Cl)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[OH:24][C:25]1[C:30]([CH2:31][CH2:32][CH3:33])=[C:29]([SH:34])[CH:28]=[CH:27][C:26]=1[C:35](=[O:37])[CH3:36].[I-].[K+].[C:40](=[O:43])([O-])[O-:41].[K+].[K+].[CH3:46][C:47](C)=O>>[C:1]([C:4]1[C:9]([O:10][CH2:11][CH2:15][CH2:16][C:40]([O:41][CH2:46][CH3:47])=[O:43])=[C:8]([CH2:17][CH2:18][CH3:19])[C:7]([O:20][CH2:21][CH2:22][S:34][C:29]2[CH:28]=[CH:27][C:26]([C:35](=[O:37])[CH3:36])=[C:25]([OH:24])[C:30]=2[CH2:31][CH2:32][CH3:33])=[CH:6][CH:5]=1)(=[O:3])[CH3:2]