HRID365122

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8082

Piperidine

C5H11N

HCID67114

4-(Diethylamino)benzaldehyde

C11H15NO

HCID21987866

未命名化合物

PRODUCTS

生成物

结构：CCCCCC[n+]1ccccc1C=Cc1ccc(N(CC)CC)cc1.CCCCCC[n+]1ccccc1C=Cc1ccc(N(CC)CC)cc1.O.[Br-].[Br-]

HCID70455364

未命名化合物

收率 45.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

1-Hexyl-2-methylpyridinium bromide (7.8 g, 0.03 mole) and 4-diethylaminobenzaldehyde (7.0 g, 0.04 mole) were refluxed in methanol (50 ml) in the presence of piperidine (1.0 ml) under nitrogen for four hours. The solution was evaporated and the resulting oil was redissolved in a small amount of isopropanol. Addition of twice the volume of ether gave a red crystalline solid which was collected and washed with isopropanol/ether to give 2-[4-(diethylamino)styryl]-1-hexylpyridinium bromide hemihydrate (5.8 g), melting point 222°-223° (decomposition).

WORKUP

后处理

customThe solution was evaporated
dissolutionthe resulting oil was redissolved in a small amount of isopropanol
additionAddition of twice the volume of ether
customgave a red crystalline solid which
customwas collected
washwashed with isopropanol/ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-309cd08193b94334b1b909faff8e5a58
来源数据集: uspto-grants-1986_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04608379
来源说明: uspto-grants-1986_08

反应 SMILES

[Br-:1].[CH2:2]([N+:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:14])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[CH2:15]([N:17]([CH2:26][CH3:27])[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1)[CH3:16].N1CCCCC1>CO>[OH2:23].[Br-:1].[CH2:26]([N:17]([CH2:15][CH3:16])[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[CH:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][N+:8]=2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[CH:20][CH:19]=1)[CH3:27].[CH2:15]([N:17]([C:18]1[CH:19]=[CH:20][C:21]([CH:22]=[CH:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][N+:8]=2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7])=[CH:24][CH:25]=1)[CH2:26][CH3:27])[CH3:16].[Br-:1]