HRID35776

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID180

Acetone

C3H6O

HCID8502

4-Nitrobenzoyl chloride

C7H4ClNO3

HCID5360545

Sodium

结构：CCCC(=NOCC)C1=C(O)C(c2cc(C)c(C)c(C(C)=O)c2C)CCC1=O

HCID136393662

未命名化合物

PRODUCTS

生成物

结构：CCCC(=NOCC)C1=C(OC(=O)c2ccc([N+](=O)[O-])cc2)CC(c2c(C)cc(C)c(C(C)=O)c2C)CC1=O

HCID86741522

未命名化合物

收率 93.6%

PROCEDURE

实验过程

The sodium salt of 5-(3-acetyl-2,4,5-trimethylphenyl-2-[1-(ethoxyimino)butyl]-3-hydroxy-cyclohex-2-en-1-one (0.13 g; 0.33 mmole) was dissolved in acetone and then 4-nitrobenzoyl chloride (0.06 g; 0.33 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-nitrobenzoyl)oxy-cyclohex-2-en-1-one (0.16 g; 93.6%) 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-c2921b43f31b40c995393c8aed70fec6
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(C1C(C)=C([CH:13]2[CH2:18][CH2:17][C:16](=[O:19])[C:15]([C:20](=[N:24][O:25][CH2:26][CH3:27])[CH2:21][CH2:22][CH3:23])=[C:14]2[OH:28])C=C(C)C=1C)(=O)C.[N+:30]([C:33]1[CH:41]=[CH:40][C:36]([C:37](Cl)=[O:38])=[CH:35][CH:34]=1)([O-:32])=[O:31].[CH3:42][C:43]([CH3:45])=[O:44]>>[C:43]([C:45]1[C:13]([CH3:18])=[C:14]([CH:18]2[CH2:17][C:16](=[O:19])[C:15]([C:20](=[N:24][O:25][CH2:26][CH3:27])[CH2:21][CH2:22][CH3:23])=[C:14]([O:28][C:37](=[O:38])[C:36]3[CH:40]=[CH:41][C:33]([N+:30]([O-:32])=[O:31])=[CH:34][CH:35]=3)[CH2:13]2)[C:15]([CH3:16])=[CH:20][C:21]=1[CH3:22])(=[O:44])[CH3:42]