HRID974214

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

HCID25517

未命名化合物

HCID19985662

未命名化合物

结构：CC(C)(C)OC(=O)c1ccc(C=Cc2ccc(Br)cc2)cc1

HCID57305416

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)c1ccc(C#Cc2ccc(/C=C/c3ccc(C(=O)OC(C)(C)C)cc3)cc2)cc1

HCID131717083

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

催化剂HCID66133

未命名化合物

结构：Cl[Pd](Cl)([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1

催化剂HCID178418476

未命名化合物

溶剂HCID1140

Toluene

C7H8

溶剂HCID14798

Sodium Hydroxide

HNaO

PROCEDURE

实验过程

A mixture of 13.02 g of 4-(4-carbo-tert.-butoxyphenyl)-2-methyl-3-butyn-2-ol, 17.97 g of 4-bromo-4'-carbo-tert.-butoxystilbene, 0.93 g of triphenylphosphine. 0.34 g of benzyltriethylammonium chloride, 175 mg of bis(triphenylphosphine)palladium(II) chloride and 175 mg of copper(I) iodide in 70 ml of toluene and 36 ml of 5,5N NaOH is vigorously stirred under reflux for 48 hours. After the addition of 250 ml of saturated ammonium chloride solution, the reaction product is extracted with methylene chloride, dried and concentrated by evaporation.

WORKUP

后处理

temperatureunder reflux for 48 hours
extractionthe reaction product is extracted with methylene chloride
customdried
concentrationconcentrated by evaporation

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-aa3419491cbf42b1809644366a05a25b
来源数据集: uspto-grants-1991_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05068300
来源说明: uspto-grants-1991_11

反应 SMILES

[C:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]([CH3:19])(O)[CH3:17])=[CH:10][CH:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].BrC1C=[CH:25][C:24]([CH:27]=[CH:28][C:29]2[CH:34]=[CH:33][C:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])=[CH:31][CH:30]=2)=[CH:23]C=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Cl-].[NH4+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1(C)C=CC=CC=1.[OH-].[Na+].Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu]I>[C:1]([C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:16]2[CH:19]=[CH:23][C:24](/[CH:27]=[CH:28]/[C:29]3[CH:30]=[CH:31][C:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])=[CH:33][CH:34]=3)=[CH:25][CH:17]=2)=[CH:10][CH:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]