HRID221163

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2773430

5-Formyl-2-thiopheneboronic acid

C5H5BO3S

结构：CCCCN(CCCC)c1ccc2c(c1)C(CCCC)(CCCC)c1cc(Br)ccc1-2

HCID58239559

未命名化合物

PRODUCTS

生成物

结构：CCCCN(CCCC)c1ccc2c(c1)C(CCCC)(CCCC)c1cc(-c3ccc(C=O)s3)ccc1-2

HCID86641779

未命名化合物

PROCEDURE

实验过程

As shown in Scheme 2, 7-bromo-9H-fluoren-2-ylamine is reacted with 1-iodobutane to form (7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-dibutylamine (21). Then, (7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-dibutylamine (21) is reacted with 5-formyl-2-thiopheneboronic acid by Suzuki coupling reaction to obtain 5-(9,9-Dibutyl-7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde (22a). Finally, in acetonitrile, 5-(9,9-Dibutyl-7-dibutylamino-9H-fluoren-2-yl)-thiophene-2-carbaldehyde (22a) is reacted with cyanoacetic acid by using piperidine as a catalyst, to obtain 2-Cyano-3-[5-(9,9-dibutyl-7-dibutylamino-9H-fluoren-2-yl)-thiophen-2-yl]-acrylic acid (23a).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ed18a9fb90b748e6b4ffd28e78b67a13
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08203068B2
来源说明: uspto-grants-2012_06

反应 SMILES

Br[C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([N:23]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:10][C:11]=3[C:12]2([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])=[CH:4][CH:3]=1.[CH:32]([C:34]1[S:38][C:37](B(O)O)=[CH:36][CH:35]=1)=[O:33]>>[CH2:19]([C:12]1([CH2:15][CH2:16][CH2:17][CH3:18])[C:13]2[CH:14]=[C:2]([C:37]3[S:38][C:34]([CH:32]=[O:33])=[CH:35][CH:36]=3)[CH:3]=[CH:4][C:5]=2[C:6]2[C:11]1=[CH:10][C:9]([N:23]([CH2:28][CH2:29][CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:8][CH:7]=2)[CH2:20][CH2:21][CH3:22]