HRID2164320

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOC(=O)C1=C(C)N(CCN2CCOCC2)C(C)=C(C(=O)OCC)C1c1ccccc1C(F)(F)F

HCID53699

Diethyl 1,4-dihydro-2,6-dimethyl-1-(2-morpholinoethyl)-4-(alpha,alpha,alpha-trifluoro-o-tolyl)3,5-pyridinedicarboxylate

C26H33F3N2O5

$结构：O=C(O)/C=C\C(=O)O$

HCID444266

Maleic acid

C4H4O4

PRODUCTS

生成物

$结构：CC1=C(C(=O)O)C(c2ccccc2C(F)(F)F)C(C(=O)O)=C(C)N1CCN1CCOCC1.O=C(O)/C=C\C(=O)O$

HCID70486401

未命名化合物

收率 106.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of 1.2 g (0.010 mol) of maleic acid in 6 ml of acetone was poured into a solution of 5.1 g (0.010 mole) of diethyl 1,4-dihydro-2,6-dimethyl-1-[2-(4-morpholinyl)ethyl]-4-[2-(trifluoromethyl)phenyl]-3,5-pyridinedicarboxylate in 30 ml of toluene. The precipitated solid was collected, washed with toluene, and dried to yield 6.1 g (97%) of 1,4-dihydro-2,6-dimethyl-1-[2-(4-morpholinyl)ethyl]-4-[2-(trifluoromethyl)phenyl]-3,5-pyridinedicarboxylate maleate. This material was partitioned between 30 ml of toluene and 25 ml of 10% aqueous NaOH and the separated toluene phase was diluted with 60 ml of heptane. Chilling overnight yielded 3.4 g (67%) of diethyl 1,4-dihydro-2,6-dimethyl-1-[2-(4-morpholinyl)ethyl[4-[2-(trifluoromethyl)phenyl]-3,5-pyridinedicarboxylate. Recrystallization from 10 ml of 2-propanol yielded 2.9 g of the title compound which contained, as determined by HPLC, 0.19% of ##STR11##

WORKUP

后处理

customThe precipitated solid was collected
washwashed with toluene
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1cebbd3f52ea414bae366161a590587d
来源数据集: uspto-grants-1985_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04503223
来源说明: uspto-grants-1985_03

反应 SMILES

[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:9][C:10]1[N:11]([CH2:37][CH2:38][N:39]2[CH2:44][CH2:43][O:42][CH2:41][CH2:40]2)[C:12]([CH3:36])=[C:13]([C:31]([O:33]CC)=[O:32])[CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]([F:30])([F:29])[F:28])[C:15]=1[C:16]([O:18]CC)=[O:17]>CC(C)=O.C1(C)C=CC=CC=1>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:6])=[O:5].[CH3:36][C:12]1[N:11]([CH2:37][CH2:38][N:39]2[CH2:40][CH2:41][O:42][CH2:43][CH2:44]2)[C:10]([CH3:9])=[C:15]([C:16]([OH:18])=[O:17])[CH:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=2[C:27]([F:30])([F:28])[F:29])[C:13]=1[C:31]([OH:33])=[O:32]