HRID530764

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

HCID71269209

未命名化合物

PRODUCTS

生成物

结构：CC(=O)n1c2ccccc2c2ccc3cc(-c4ccc(-c5nc6ccccc6n5-c5ccccc5)cc4)ccc3c21

HCID71268961

未命名化合物

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 6.7 g of 9-bromo-11-acetyl-11H-benzo[a]carbazole and 14.0 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 0.02 g of tetrakis(triphenylphosphine)palladium, 6.9 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 9.5 g of 11-acetyl-3-[4-(1-phenyl-1H-benzo[d] imidazol-2-yl) phenyl]-11H-benzocarbazole 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-2202393285d44842996b2a1fe808247b
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

Br[C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[C:11]([N:12]2[C:15](=[O:17])[CH3:16])=[C:10]2[CH:18]=[CH:19][CH:20]=[CH:21][C:9]2=[CH:8][CH:7]=3)=[CH:4][CH:3]=1.[C:22]1([N:28]2[C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=3[N:30]=[C:29]2C2C=CC(B(O)O)=CC=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:52](O)[CH3:53]>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:15]([N:12]1[C:13]2[CH:14]=[CH:2][CH:3]=[CH:4][C:5]=2[C:6]2[CH:7]=[CH:8][C:9]3[CH:21]=[C:20]([C:53]4[CH:52]=[CH:4][C:3]([C:29]5[N:28]([C:22]6[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=6)[C:32]6[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=6[N:30]=5)=[CH:2][CH:14]=4)[CH:19]=[CH:18][C:10]=3[C:11]1=2)(=[O:17])[CH3:16]