HRID530765

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

HCID11430

Potassium Carbonate

CK2O3

结构：OB(O)c1ccc(-c2nc3ccccc3n2-c2ccccc2)cc1

HCID53249779

[4-(1-Phenyl-1H-benzimidazol-2-yl)phenyl]boronic acid

C19H15BN2O2

结构：CC(=O)n1c2ccc3ccccc3c2c2cc(Br)c3ccccc3c21

HCID71277894

未命名化合物

PRODUCTS

生成物

结构：CC(=O)n1c2ccc3ccccc3c2c2cc(-c3ccc(-c4nc5ccccc5n4-c4ccccc4)cc3)c3ccccc3c21

HCID71278259

未命名化合物

收率 90.9%

AUXILIARIES

试剂、催化剂与溶剂

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

催化剂HCID178418397

未命名化合物

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

Following the above procedure, Suzuki coupling of 3.4 g of 7-acetyl-12-bromo-7H-dibenzo [a,g]carbazole and 3.8 g of 4-(1-phenyl-1H-benzo [d]imidazol-2-yl) phenylboronic acid were stirred together in 30 ml of toluene. To this was added 0.01 g of tetrakis(triphenylphosphine)palladium, 2.7 g of potassium carbonate and 10 ml of aqueous ethanol were added and refluxed under nitrogen for 6 h. The reaction was quenched with water and the toluene layer was removed and passed through a celite column. The organic layers were combined and then evaporated in a rotary evaporator under vacuum to yield 4.6 g of 7-acetyl-12-[4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl]-7H-dibenzo [a,g]carbazole as a white solid.

WORKUP

后处理

additionwere added
temperaturerefluxed under nitrogen for 6 h
customThe reaction was quenched with water
customthe toluene layer was removed
customevaporated in a rotary evaporator under vacuum

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6113bb22f8114640b99d78649f2a6266
来源数据集: uspto-grants-2016_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09353085B2
来源说明: uspto-grants-2016_05

反应 SMILES

[C:1]([N:4]1[C:16]2[C:11](=[CH:12][C:13](Br)=[C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]3=2)[C:10]2[C:5]1=[CH:6][CH:7]=[C:8]1[CH:25]=[CH:24][CH:23]=[CH:22][C:9]1=2)(=[O:3])[CH3:2].[C:26]1([N:32]2[C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=3[N:34]=[C:33]2[C:41]2[CH:46]=[CH:45][C:44](B(O)O)=[CH:43][CH:42]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+].C(O)C>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:1]([N:4]1[C:16]2[C:11](=[CH:12][C:13]([C:44]3[CH:45]=[CH:46][C:41]([C:33]4[N:32]([C:26]5[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=5)[C:36]5[CH:37]=[CH:38][CH:39]=[CH:40][C:35]=5[N:34]=4)=[CH:42][CH:43]=3)=[C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]3=2)[C:10]2[C:5]1=[CH:6][CH:7]=[C:8]1[CH:25]=[CH:24][CH:23]=[CH:22][C:9]1=2)(=[O:3])[CH3:2]