1,3-Dibromopropane → 2-(3-Bromopropoxy)-1H-isoindole-1,3(2H)-dione

반응식

[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].[Br:13][CH2:14][CH2:15][CH2:16]Br.C(N(CC)CC)C>>[Br:13][CH2:14][CH2:15][CH2:16][O:1][N:2]1[C:3](=[O:12])[C:4]2[C:5](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:7]

참가 물질

반응물 3

HCID 80011,3-Dibromopropane

HCID 8471Triethylamine

HCID 10665N-Hydroxyphthalimide

생성물 1

HCID 2655692-(3-Bromopropoxy)-1H-isoindole-1,3(2H)-dione수율 53.4%

실험 절차

This compound was produced by modifications of the methods used J. Med. Chem., 1991, 34, 1071 starting with N-hydroxyphthalimide (10.0 g, 61.3 mmol), 1,3-dibromo-propane (24.8 g, 123 mmol) and triethylamine (12.4 g, 123 mmol). The crude material was purified by flash chromatography through silica gel using chloroform to give 2-(3-bromo-propoxy)-isoindole-1,3-dione (9.30 g, 53%) as a white powder. 1H NMR (400 MHz, CDCl3); δ 7.81 (m, 2H), 7.73 (m, 2H), 4.34 (t, 2H), 3.68 (t, 2H), 2.28 (m, 2H).

후처리

customThis compound was produced by modifications of the methods
customThe crude material was purified by flash chromatography through silica gel

출처 및 근거

ORD 기록: ord-f2e342ca374f4bbab4052d5869c5b9ab
출처 데이터셋: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07342039B2

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