HRID49364

反应详情

EQUATION

反应方程式

REACTANTS

反应物

$结构：CC/C(=C\C=C(Br)Br)c1ccc(COc2ccc(CO[Si](C)(C)C(C)(C)C)c(CO[Si](C)(C)C(C)(C)C)c2)s1$

HCID88011451

未命名化合物

HCID178418339

Butyllithium

C4H9Li

PRODUCTS

生成物

$结构：C#C/C=C(\CC)c1ccc(COc2ccc(CO[Si](C)(C)C(C)(C)C)c(CO[Si](C)(C)C(C)(C)C)c2)s1$

HCID88012139

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度: -78 °C

PROCEDURE

实验过程

3.9 g (5.4 mmol) of 2-[3,4-bis(tert-butyldimethylsilanyloxymethyl)phenoxymethyl]-5-((E)-4,4-dibromo-1-ethylbuta-1,3-dienyl)thiophene are dissolved in 100 mL of THF and the mixture is cooled to −78° C. 4.4 mL (11 mmol) of 2.5 M butyllithium are added slowly and the reaction medium is stirred at the same temperature for 1 hour. After the usual treatment and chromatography on silica gel (eluent: 96 heptane/4 ethyl acetate), the desired product is obtained in the form of a brown oil.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ff3cda8be36949c5a4bede53a3320da3
来源数据集: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06706725B1
来源说明: uspto-grants-2004_03

反应 SMILES

[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:28]=[CH:29][C:30]=1[CH2:31][O:32][Si:33]([C:36]([CH3:39])([CH3:38])[CH3:37])([CH3:35])[CH3:34])[O:13][CH2:14][C:15]1[S:16][C:17](/[C:20](/[CH2:26][CH3:27])=[CH:21]/[CH:22]=[C:23](Br)Br)=[CH:18][CH:19]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C([Li])CCC>C1COCC1>[Si:1]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:28]=[CH:29][C:30]=1[CH2:31][O:32][Si:33]([C:36]([CH3:37])([CH3:39])[CH3:38])([CH3:34])[CH3:35])[O:13][CH2:14][C:15]1[S:16][C:17](/[C:20](/[CH2:26][CH3:27])=[CH:21]/[C:22]#[CH:23])=[CH:18][CH:19]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]