HRID2074041

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID887

Methanol

CH4O

HCID8027

Pyrrole

C4H5N

HCID2771643

4-(Trimethylsilyl)ethynylbenzaldehyde

C12H14OSi

反应SMILES：C1=Cc2cc3ccc(cc4nc(cc5ccc(cc1n2)[nH]5)C=C4)[nH]3

HCID137705241

21H,23H-Porphine

C20H14N4

PRODUCTS

产物

反应SMILES：C[Si](C)(C)C#Cc1ccc(-c2c3nc(c(-c4ccc(C#C[Si](C)(C)C)cc4)c4ccc([nH]4)c(-c4ccc(C#C[Si](C)(C)C)cc4)c4nc(c(-c5ccc(C#C[Si](C)(C)C)cc5)c5ccc2[nH]5)C=C4)C=C3)cc1

HCID135475294

未命名化合物

收率 12%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1032

未命名化合物

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

5.02 g of 4-trimethylsilylethynylbenzaldehyde (25 mmol) were dissolved in 210 ml of propionic acid and then heated to 80° C. 1.72 ml of pyrrole (25 mmol) were subsequently added portionwise over a period of one hour. The temperature was subsequently increased and the mixture was kept at reflux for 4 hours. After a return to ambient temperature, 75 ml of methanol were added to the reaction medium, which was then left to stand for 14 hours in order for the porphyrin to crystallize. The medium was filtered over sintered glass and the product was rinsed with methanol. 2.87 g (3 mmol; yield 12%) of the expected porphyrin (1) were obtained in the form of a purple powder.

WORKUP

后处理

temperatureThe temperature was subsequently increased
temperatureat reflux for 4 hours
waitwas then left
customto crystallize
filtrationThe medium was filtered over sintered glass
washthe product was rinsed with methanol

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-0392d3f1401547a6a41861c5b70333d3
来源数据集: uspto-grants-2011_04
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US07919046B2
来源说明: uspto-grants-2011_04

反应SMILES

[CH3:1][Si:2]([C:5]#[C:6][C:7]1[CH:14]=[CH:13][C:10](C=O)=[CH:9][CH:8]=1)([CH3:4])[CH3:3].N1[CH:19]=[CH:18][CH:17]=[CH:16]1.CO.[C:22]12[CH:45]=[C:43]3[N:44]=[C:40]([CH:41]=[CH:42]3)[CH:39]=[C:37]3[NH:38][C:34]([CH:35]=[CH:36]3)=[CH:33][C:31]3=[N:32][C:28]([CH:29]=[CH:30]3)=[CH:27][C:25]([NH:26]1)=[CH:24][CH:23]=2>C(O)(=O)CC>[CH3:1][Si:2]([C:16]#[C:17][C:18]1[CH:19]=[CH:8][C:7]([C:27]2[C:25]3[NH:26][C:22](=[CH:23][CH:24]=3)[C:45]([C:10]3[CH:13]=[CH:14][C:7]([C:6]#[C:5][Si:2]([CH3:3])([CH3:4])[CH3:1])=[CH:8][CH:9]=3)=[C:43]3[N:44]=[C:40]([CH:41]=[CH:42]3)[C:39]([C:10]3[CH:13]=[CH:14][C:7]([C:6]#[C:5][Si:2]([CH3:3])([CH3:4])[CH3:1])=[CH:8][CH:9]=3)=[C:37]3[NH:38][C:34]([CH:35]=[CH:36]3)=[C:33]([C:10]3[CH:9]=[CH:8][C:7]([C:6]#[C:5][Si:2]([CH3:1])([CH3:3])[CH3:4])=[CH:14][CH:13]=3)[C:31]3=[N:32][C:28]=2[CH:29]=[CH:30]3)=[CH:6][CH:5]=1)([CH3:4])[CH3:3]