HRID1901115

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)[Si](OCc1cccc(Br)n1)(c1ccccc1)c1ccccc1

HCID23370237

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)[Si](OCc1cccc(-c2ccccc2)n1)(c1ccccc1)c1ccccc1

HCID23370189

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1

催化剂HCID11979704

未命名化合物

溶剂HCID8028

Tetrahydrofuran

C4H8O

溶剂HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

PROCEDURE

实验过程

A mixture of 2-bromo-6-(tert-butyldiphenylsiloxy)methylpyridine (1 g; WO 94/00444), benzeneboric acid (400 mg) and tetrakis (triphenylphosphine) palladium (200 mg) in 2M Na2CO3 (25 mL) and THF (100 mL) was refluxed for 16 h. The THF was evaporated and the residue was extracted with EtOAc. The organics were dried (MgSO4), concentrated and chromatographed (silica gel; hexane/ethyl acetate (20:1)) to provide the title compound as a solid.

WORKUP

后处理

temperaturewas refluxed for 16 h
customThe THF was evaporated
extractionthe residue was extracted with EtOAc
dry with materialThe organics were dried (MgSO4)
concentrationconcentrated
customchromatographed (silica gel; hexane/ethyl acetate (20:1))

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e5f5177229264eea963b84c8f8cd9fe6
来源数据集: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05576338
来源说明: uspto-grants-1996_11

反应 SMILES

Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][O:9][Si:10]([C:23]([CH3:26])([CH3:25])[CH3:24])([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:3]=1>C([O-])([O-])=O.[Na+].[Na+].C1COCC1.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[O:9]([CH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:3]=1)[Si:10]([C:23]([CH3:26])([CH3:25])[CH3:24])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1