HRID1719423

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID14798

Sodium Hydroxide

HNaO

结构：CCCc1c(OCCOCCOc2ccc3ccc(OCCCC(=O)OC)cc3c2C(C)=O)ccc(C(C)=O)c1O

HCID54366212

未命名化合物

PRODUCTS

生成物

结构：CCCc1c(OCCOCCOc2ccc3ccc(OCCCC(=O)O)cc3c2C(C)=O)ccc(C(C)=O)c1O

HCID13504780

未命名化合物

收率 85%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

A solution of 1.7 g of 4-[[8-acetyl-7-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]-2-naphthalenyl]oxy]butanoic acid methyl ester and 30 ml of 1N sodium hydroxide in 60 ml of methanol was stirred at reflux for 1 hour. The methanol was removed in vacuo and the aqueous solution was acidified to pH 3. The gummy precipitate was extracted with methylene chloride, the extract was washed with water, dried (magnesium sulfate) and concentrated in vacuo to an oil. The oil was triturated with hexane-ether to yield 1.4 g, m.p. 71°-75° C. (85%) of 4-[[8-acetyl-7-[2-[2-(4-acetyl-3-hydroxy-2-propylphenoxy)ethoxy]ethoxy]-2-naphthalenyl]oxy]butanoic acid.

WORKUP

后处理

temperatureat reflux for 1 hour
customThe methanol was removed in vacuo
extractionThe gummy precipitate was extracted with methylene chloride
washthe extract was washed with water
dry with materialdried (magnesium sulfate)
concentrationconcentrated in vacuo to an oil
customThe oil was triturated with hexane-ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5afd5b1d6b1b402dbefef6a0bc10cd85
来源数据集: uspto-grants-1985_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04539419
来源说明: uspto-grants-1985_09

反应 SMILES

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