HRID1757812

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCCCCCCCCCCCCCCCCCOc1cc(OCCCCC(=O)OC)cc(C(=O)OCc2ccccc2)c1

HCID54387153

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCCCCCCCCCCCOc1cc(OCCCCC(=O)OC)cc(C(=O)O)c1

HCID19389012

未命名化合物

收率 98%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

A mixture of 11.3 g of 3-(octadecyloxy)-5-[(5-methoxy-5-oxopentyl)oxy]benzoic acid phenylmethyl ester and 1.5 g of 10% palladium on carbon in 250 ml of THF was stirred ina hydrogen atmosphere at room temperature for 4 hours. The catalyst was removed by filtration and the filtrate was concentrated at reduced pressure to a solid which was triturated with hexane and filtered to give 9.37 g (98% yield, mp 68°-70°) of 3-(octadecyloxy)-5-[(5-methoxy-5-oxopentyl) oxy]benzoic acid.

WORKUP

后处理

customThe catalyst was removed by filtration
concentrationthe filtrate was concentrated at reduced pressure to a solid which
customwas triturated with hexane
filtrationfiltered

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7bbad94d5db648a4bcb30a2d9f0b9718
来源数据集: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05446189
来源说明: uspto-grants-1995_08

反应 SMILES

C1(C[O:8][C:9](=[O:44])[C:10]2[CH:15]=[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:13]=[C:12]([O:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH:11]=2)C=CC=CC=1.[H][H]>[Pd].C1COCC1>[CH2:26]([O:25][C:12]1[CH:11]=[C:10]([CH:15]=[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:13]=1)[C:9]([OH:44])=[O:8])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43]