HRID380158

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7748

Ethyl bromoacetate

C4H7BrO2

HCID11430

Potassium Carbonate

CK2O3

结构：O=C(c1cccc(O)c1)N1CCCCC1c1nc(-c2ccccc2)c(-c2ccccc2)o1

HCID18367315

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)COc1cccc(C(=O)N2CCCCC2c2nc(-c3ccccc3)c(-c3ccccc3)o2)c1

HCID18367244

未命名化合物

收率 74.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A mixture of 1-(3-hydroxybenzoyl)-2-(4,5-diphenyl-2-oxazolyl)piperidine (100 mg), ethyl bromoacetate (61 mg), and K2CO3 (84 mg) in acetonitrile (1.0 ml) was stirred at room temperature overnight and partitioned between water and ethyl acetate. The organic layer was separated, washed with water and brine, dried over MgSO4, and evaporated in vacuo. The residue was chromatographed over silica gel to afford 1-[3-(ethoxycarbonylmethoxy)benzoyl]-2-(4,5-diphenyl-2-oxazolyl)piperidine (90 mg) as a colorless oil.

WORKUP

后处理

custompartitioned between water and ethyl acetate
customThe organic layer was separated
washwashed with water and brine
dry with materialdried over MgSO4
customevaporated in vacuo
customThe residue was chromatographed over silica gel

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-98cdd177944b46f199d7dd05b25326ef
来源数据集: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06300344B1
来源说明: uspto-grants-2001_10

反应 SMILES

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