Thionyl Chloride → HCID 19857208, 화합물

HRID 2073628노트

반응식

HRID 2073628 반응식
[C:1]1(=[O:18])[N:5]([CH2:6][CH2:7][O:8][CH2:9][C:10](O)=[O:11])[C:4](=[O:13])[C:3]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:2]12.S(Cl)([Cl:21])=O>ClCCl.CN(C)C=O>[C:1]1(=[O:18])[N:5]([CH2:6][CH2:7][O:8][CH2:9][C:10]([Cl:21])=[O:11])[C:4](=[O:13])[C:3]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:2]12

참가 물질

5

반응물 2

HCID 24386Thionyl ChlorideHCID 2755407[2-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)ethoxy]acetic acid

생성물 1

HCID 19857208HCID 19857208, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344Dichloromethane용매

실험 절차

To a suspension of 6 g of 2-(phthalimido)ethoxyacetic acid in dichloromethane are added 2.05 ml of thionyl chloride and 3 drops of dimethylformamide, and the mixture is stirred for 2 days. The solvent is distilled off to give 2-(phthalimido)ethoxyacetyl chloride. A solution of 2-(phthalimido)ethoxyacetyl chloride in 10 ml of dichloromethane is added dropwise to a solution, maintained at -5° C., of 3.6 g of Meldrum's acid in 20 ml of dichloromethane and 4.3 ml of pyridine. Then, the mixture is stirred overnight at room temperature. To the resultant mixture is added 2 normal hydrochloric acid and the dichloromethane layer is extracted. The extract is washed with sodium chloride solution three times, dried over sodium sulfate and the solvent is distilled off. To the residue is added 50 ml of isopropyl alcohol and refluxed for 5 hours. The solvent is distilled off and the residue is purified by column chromatography on silica gel to give 3.7 g of isopropyl 4-[2-(phthalimido)ethoxy]-3-oxobutylate.

후처리

  1. distillationThe solvent is distilled off

출처 및 근거

ORD 기록
ord-a906e139c2bd45d3aca510d6d0042214
출처 데이터셋
uspto-grants-1990_04
특허 번호
US04918074

반응 노트

불러오는 중…