HRID35777

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7397

p-Toluenesulfonyl chloride

C7H7ClO2S

HCID5360545

Sodium

结构：CCCC(=NOCC)C1=C(O)CC(c2c(C)cc(C)c(C(C)=O)c2C)CC1=O

HCID136058378

未命名化合物

PRODUCTS

生成物

结构：CCCC(=NOCC)C1=C(OS(=O)(=O)c2ccc(C)cc2)CC(c2c(C)cc(C)c(C(C)=O)c2C)CC1=O

HCID86741524

未命名化合物

收率 95.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

PROCEDURE

实验过程

The sodium salt of 5-(3-acetyl-2,4,6-trimethylphenyl)-2-[1-(ethoxyimino)butyl]-3-hydroxy-cyclohex-2-en-1-one (0.10 g; 0.26 mmole) was dissolved in acetone and then 4-toluenesulfonyl chloride (0.05 g; 0.26 mmole) was added. The mixture was stirred for 15 minutes and then the solvent was removed by evaporation under reduced pressure using a rotary evaporator. The product was purified by column chromatography over silica gel (eluant dichloromethane) to give 5-(3-acetyl-2,4,6-trimethylphenyl)-2-[1-(ethoxyimino)butyl]-3-(4-toluenesulfonyl)oxy-cyclohex-2-en-1-one (0.13 g; 95.6%) as a yellow oil.

WORKUP

后处理

customthe solvent was removed by evaporation under reduced pressure
customa rotary evaporator
customThe product was purified by column chromatography over silica gel (eluant dichloromethane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6b9dbaa68fa94df3a31a516d4d7b2605
来源数据集: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04767879
来源说明: uspto-grants-1988_08

反应 SMILES

[Na].[C:2]([C:5]1[C:6]([CH3:29])=[C:7]([CH:13]2[CH2:18][C:17](=[O:19])[C:16]([C:20](=[N:24][O:25][CH2:26][CH3:27])[CH2:21][CH2:22][CH3:23])=[C:15]([OH:28])[CH2:14]2)[C:8]([CH3:12])=[CH:9][C:10]=1[CH3:11])(=[O:4])[CH3:3].[C:30]1([CH3:40])[CH:35]=[CH:34][C:33]([S:36](Cl)(=[O:38])=[O:37])=[CH:32][CH:31]=1>CC(C)=O>[C:2]([C:5]1[C:6]([CH3:29])=[C:7]([CH:13]2[CH2:14][C:15](=[O:28])[C:16]([C:20](=[N:24][O:25][CH2:26][CH3:27])[CH2:21][CH2:22][CH3:23])=[C:17]([O:19][S:36]([C:33]3[CH:34]=[CH:35][C:30]([CH3:40])=[CH:31][CH:32]=3)(=[O:38])=[O:37])[CH2:18]2)[C:8]([CH3:12])=[CH:9][C:10]=1[CH3:11])(=[O:4])[CH3:3]