HRID974215

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID13965008

tert-Butyl 4-ethynylbenzoate

C13H14O2

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

溶剂HCID6342

Acetonitrile

C2H3N

2 次

PROCEDURE

实验过程

300 ml of NEt3 and 20.46 g of Pφ3 are added under nitrogen to 234 g of 4-bromo-4'-carbo-tert.-butoxystilbene in 1 l of absolute acetonitrile. Nitrogen is passed through the stirred suspension for 20 minutes and 9.12 g of (Pφ3)2PdCl2 and 2.5 g of copper(I)iodide are then added. 144 g of 4-Ethinyl benzoic acid tert.-butyl ester dissolved in 1 l of absolute acetonitrile are then added dropwise under reflux over a period of 6 hours and the reaction mixture is boiled under reflux overnight. The hot product obtained after suction filtration is dissolved in CH2Cl2, washed several times with H2O and dried and the solvent is removed.

WORKUP

后处理

additionare then added dropwise
temperatureunder reflux over a period of 6 hours
temperatureunder reflux overnight
customThe hot product obtained
filtrationafter suction filtration
dissolutionis dissolved in CH2Cl2
washwashed several times with H2O
customdried
customthe solvent is removed

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-55e7a4ee3d36431cac4a797bb1cca528
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

CCN(CC)CC.Br[C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:19][CH:18]=2)=[CH:11][CH:10]=1.[C:30]([O:34][C:35](=[O:44])[C:36]1[CH:41]=[CH:40][C:39]([C:42]#[CH:43])=[CH:38][CH:37]=1)([CH3:33])([CH3:32])[CH3:31]>C(#N)C.[Cu]I>[C:35]([C:36]1[CH:41]=[CH:40][C:39]([C:42]#[C:43][C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]3[CH:22]=[CH:21][C:20]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=[CH:19][CH:18]=3)=[CH:11][CH:10]=2)=[CH:38][CH:37]=1)([O:34][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:44]