HRID963701

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7748

Ethyl bromoacetate

C4H7BrO2

HCID11430

Potassium Carbonate

CK2O3

结构：O=c1ccc(C(c2ccccc2)c2ccccc2)nn1CC1CCc2c(O)cccc2C1

HCID70186185

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)COc1cccc2c1CCC(Cn1nc(C(c3ccccc3)c3ccccc3)ccc1=O)C2

HCID70187537

未命名化合物

收率 84.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A suspension of 2-[(1,2,3,4-tetrahydro-5-hydroxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone (425 mg), ethyl bromoacetate (184 mg) and potassium carbonate (152.9 mg) in acetonitrile (15 ml) was refluxed for 6 hours. After cooling, the precipitated solid was filtered off and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) to give 2-[(1,2,3,4-tetrahydro-5-ethoxycarbonylmethoxy-2-naphthyl)methyl]-6-diphenylmethyl-3(2H)-pyridazinone (0.43 g) as pale yellow oil.

WORKUP

后处理

temperaturewas refluxed for 6 hours
temperatureAfter cooling
filtrationthe precipitated solid was filtered off
customthe filtrate was evaporated in vacuo
customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-72317753f7274f90b4090a1a01a4eb03
来源数据集: uspto-grants-1998_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05763489
来源说明: uspto-grants-1998_06

反应 SMILES

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