HRID926932

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7922

Succinic anhydride

C4H4O3

结构：CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccc(CNC)cc1C(OCOC)(C(F)(F)F)C(F)(F)F

HCID87358059

未命名化合物

PRODUCTS

生成物

结构：CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[c]1ccc(CN(C)C(=O)CCC(=O)O)cc1C(OCOC)(C(F)(F)F)C(F)(F)F

HCID86675382

未命名化合物

收率 90%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Compound 14 (114 mg, 184 μmol) was dissolved in freshly distilled THF (3 mL) under nitrogen atmosphere and succinic anhydride (37 mg, 368 μmol) was added. After overnight at 20° C., the solvent was removed under reduced pressure and dissolved in n-hexane. The white precipitate was removed by filtration and the filtrate evaporated to dryness. The residue was purified over silica gel by dichloromethane/methanol (95/5) to give 119 mg (165 μmol, 90% yield) of a colorless oil.

WORKUP

后处理

customthe solvent was removed under reduced pressure
dissolutiondissolved in n-hexane
customThe white precipitate was removed by filtration
customthe filtrate evaporated to dryness
customThe residue was purified over silica gel by dichloromethane/methanol (95/5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3389b07a4b954228ad8b132779cfe01c
来源数据集: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09290421B2
来源说明: uspto-grants-2016_03

反应 SMILES

[F:1][C:2]([F:35])([F:34])[C:3]([C:12]1[CH:13]=[C:14]([CH2:31][NH:32][CH3:33])[CH:15]=[CH:16][C:17]=1[Sn:18]([CH2:27][CH2:28][CH2:29][CH3:30])([CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH2:21][CH3:22])([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5].[C:36]1(=[O:42])[O:41][C:39](=[O:40])[CH2:38][CH2:37]1>C1COCC1>[F:35][C:2]([F:1])([F:34])[C:3]([C:12]1[CH:13]=[C:14]([CH:15]=[CH:16][C:17]=1[Sn:18]([CH2:23][CH2:24][CH2:25][CH3:26])([CH2:27][CH2:28][CH2:29][CH3:30])[CH2:19][CH2:20][CH2:21][CH3:22])[CH2:31][N:32]([CH3:33])[C:39](=[O:40])[CH2:38][CH2:37][C:36]([OH:41])=[O:42])([O:8][CH2:9][O:10][CH3:11])[C:4]([F:7])([F:6])[F:5]