HRID41811

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

结构：C#CC(C)(O)Cc1ccc2c(c1)C(CCCC)(CCCC)c1cc(C#Cc3ccc(N(CCCCCC)CCCCCC)cc3)ccc1-2

HCID86646643

未命名化合物

PRODUCTS

生成物

结构：C#Cc1ccc2c(c1)C(CCCC)(CCCC)c1cc(C#Cc3ccc(N(CCCCCC)CCCCCC)cc3)ccc1-2

HCID86646642

未命名化合物

收率 87%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21881414

未命名化合物

PROCEDURE

实验过程

Potash powder (0.07 g) is added to a solution of 5a (0.798 g, 1.24 mmol) in 8.75 mL of toluene/i-PrOH (6/1). The mixture is heated in a reverse-flow boiler for 1 h. After cooling, the potash is filtered and the solvents are evaporated. The raw product is purified by silica gel column chromatography (heptane/CH2Cl2 90:10) to yield 0.632 g (87%) of 5b.

WORKUP

后处理

temperatureThe mixture is heated in a reverse-flow boiler for 1 h
temperatureAfter cooling
filtrationthe potash is filtered
customthe solvents are evaporated
customThe raw product is purified by silica gel column chromatography (heptane/CH2Cl2 90:10)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-03ed10cb8a41497eab0f16a59da04230
来源数据集: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08535643B2
来源说明: uspto-grants-2013_09

反应 SMILES

C([O-])([O-])=O.[K+].[K+].[CH2:7]([C:11]1([CH2:51][CH2:52][CH2:53][CH3:54])[C:23]2[CH:22]=[C:21]([CH2:24][C:25](C)(O)C#C)[CH:20]=[CH:19][C:18]=2[C:17]2[C:12]1=[CH:13][C:14]([C:30]#[C:31][C:32]1[CH:37]=[CH:36][C:35]([N:38]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])=[CH:34][CH:33]=1)=[CH:15][CH:16]=2)[CH2:8][CH2:9][CH3:10]>C1(C)C=CC=CC=1.CC(O)C>[CH2:51]([C:11]1([CH2:7][CH2:8][CH2:9][CH3:10])[C:12]2[CH:13]=[C:14]([C:30]#[C:31][C:32]3[CH:33]=[CH:34][C:35]([N:38]([CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH3:44])[CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:36][CH:37]=3)[CH:15]=[CH:16][C:17]=2[C:18]2[C:23]1=[CH:22][C:21]([C:24]#[CH:25])=[CH:20][CH:19]=2)[CH2:52][CH2:53][CH3:54]