HRID1613867

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6417

2,2-Dimethylpropanoic acid

C5H10O2

反应SMILES：Oc1cccc(O)c1-c1c2nc(c(-c3c(O)cccc3O)c3ccc([nH]3)c(-c3c(O)cccc3O)c3nc(c(-c4c(O)cccc4O)c4ccc1[nH]4)C=C3)C=C2

HCID135493187

未命名化合物

PRODUCTS

产物

反应SMILES：CC(C)(C)C(=O)Oc1cccc(OC(=O)C(C)(C)C)c1-c1c2nc(c(-c3c(OC(=O)C(C)(C)C)cccc3OC(=O)C(C)(C)C)c3ccc([nH]3)c(-c3c(OC(=O)C(C)(C)C)cccc3OC(=O)C(C)(C)C)c3nc(c(-c4c(OC(=O)C(C)(C)C)cccc4OC(=O)C(C)(C)C)c4ccc1[nH]4)C=C3)C=C2

HCID86746623

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID6212

Chloroform

CHCl3

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

50 ml of a solution of 1.0 g of 5,10,15,20-tetra(2',6'-dihydroxyphenyl)porphyrin in dry tetrahydrofuran was refluxed at the boiling point in an atmosphere of nitrogen. 5.0 g of anhydrous pivalic acid and then 0.17 g of 4-dimethylaminopyridine were added to the solution, and the mixture was heated under reflux for about 20 hours. The reaction solution was evaporated and the residue obtained was dissolved in 250 ml of chloroform. The chloroform solution was washed with dilute hydrochloric acid and with water. The solution was dehydrated by using anhydrous sodium sulfate and filtered, and the filtrate was evaporated to dryness. The residue obtained was fractionated and purified by chromatography on a column of silica gel (chloroform / ether (10/1) (volume/volume)). The object fractionated was collected and evaporated to dryness under reduced pressure. Thus, 5,10,15,20-tetra(2',6'-dipivaloyloxyphenyl)porphyrin was obtained as violet needle crystals. Yield: 1.15g (60%).

WORKUP

后处理

temperaturethe mixture was heated
temperatureunder reflux for about 20 hours
customThe reaction solution was evaporated
customthe residue obtained
washThe chloroform solution was washed with dilute hydrochloric acid and with water
filtrationfiltered
customthe filtrate was evaporated to dryness
customThe residue obtained
custompurified by chromatography on a column of silica gel (chloroform / ether (10/1) (volume/volume))
customThe object fractionated was collected
customevaporated to dryness under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-9d0619a3d27e4b11b6d3c7f694216d5f
来源数据集: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US05194603
来源说明: uspto-grants-1993_03

反应SMILES

[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[C:3]=1[C:9]1[C:10]2[NH:14][C:13]([C:15]([C:49]3[C:54]([OH:55])=[CH:53][CH:52]=[CH:51][C:50]=3[OH:56])=[C:16]3[N:48]=[C:19]([C:20]([C:40]4[C:45]([OH:46])=[CH:44][CH:43]=[CH:42][C:41]=4[OH:47])=[C:21]4[NH:39][C:24](=[C:25]([C:31]5[C:36]([OH:37])=[CH:35][CH:34]=[CH:33][C:32]=5[OH:38])[C:26]5[CH:27]=[CH:28][C:29]=1[N:30]=5)[CH:23]=[CH:22]4)[CH:18]=[CH:17]3)=[CH:12][CH:11]=2.[C:57]([OH:63])(=O)[C:58]([CH3:61])([CH3:60])[CH3:59]>O1CCCC1.CN(C)C1C=CN=CC=1.C(Cl)(Cl)Cl>[C:57]([O:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([O:8][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])[C:3]=1[C:9]1[C:10]2[NH:14][C:13]([C:15]([C:49]3[C:50]([O:56][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])=[CH:51][CH:52]=[CH:53][C:54]=3[O:55][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])=[C:16]3[N:48]=[C:19]([C:20]([C:40]4[C:45]([O:46][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])=[CH:44][CH:43]=[CH:42][C:41]=4[O:47][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])=[C:21]4[NH:39][C:24](=[C:25]([C:31]5[C:32]([O:38][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])=[CH:33][CH:34]=[CH:35][C:36]=5[O:37][C:57](=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59])[C:26]5[CH:27]=[CH:28][C:29]=1[N:30]=5)[CH:23]=[CH:22]4)[CH:18]=[CH:17]3)=[CH:12][CH:11]=2)(=[O:63])[C:58]([CH3:61])([CH3:60])[CH3:59]