HRID2231474

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

反应SMILES：CCCc1c(OCCOCCOCCOc2c(C(C)=O)ccc(OCC(=O)OCC)c2CCC)ccc(C(C)=O)c1O

HCID14329978

未命名化合物

PRODUCTS

产物

反应SMILES：CCCc1c(OCCOCCOCCOc2c(C(C)=O)ccc(OCC(=O)O)c2CCC)ccc(C(C)=O)c1O

HCID13389162

未命名化合物

收率 92%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A solution of 2.35 g (0.004 mole) of [4-acetyl-3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid ethyl ester in 50 ml of methanol and 20 ml (0.02 mole) of 1.0N sodium hydroxide was stirred at reflux for 90 minutes. Most of the solvent was removed in vacuo and the pH of the residue was adjusted to 2.0 with 6N HCl. The gummy product was extracted with methylene chloride. The dried (magnesium sulfate) extract was concentrated in vacuo and the residue was crystallized from methylene chloride-hexane to give 2.06 g (92% yield) of [4-acetyl-3-[2-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]ethoxy]-2-propylphenoxy]acetic acid, mp 74°-77°.

WORKUP

后处理

temperatureat reflux for 90 minutes
customMost of the solvent was removed in vacuo
extractionThe gummy product was extracted with methylene chloride
dry with materialThe dried (magnesium sulfate)
extractionextract
concentrationwas concentrated in vacuo
customthe residue was crystallized from methylene chloride-hexane

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-81d776a393cc4223a839f8f4e092bec4
来源数据集: uspto-grants-1988_11
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US04782176
来源说明: uspto-grants-1988_11

反应SMILES

C([O:3][C:4](=[O:42])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[C:9]([O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][C:26]2[CH:31]=[CH:30][C:29]([C:32](=[O:34])[CH3:33])=[C:28]([OH:35])[C:27]=2[CH2:36][CH2:37][CH3:38])[C:8]=1[CH2:39][CH2:40][CH3:41])C.[OH-].[Na+]>CO>[C:13]([C:10]1[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:42])=[O:3])=[C:8]([CH2:39][CH2:40][CH3:41])[C:9]=1[O:16][CH2:17][CH2:18][O:19][CH2:20][CH2:21][O:22][CH2:23][CH2:24][O:25][C:26]1[CH:31]=[CH:30][C:29]([C:32](=[O:34])[CH3:33])=[C:28]([OH:35])[C:27]=1[CH2:36][CH2:37][CH3:38])(=[O:15])[CH3:14]