Phthalimide → N-Chlorophthalimide

HRID 46727

반응식

HRID 46727 반응식
[C:1]1(=[O:11])[NH:5][C:4](=[O:6])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.O1C(CC)C1.[Cl:17]Cl>CN(C)C1C=CN=CC=1.C(Cl)Cl>[Cl:17][N:5]1[C:1](=[O:11])[C:2]2=[CH:10][CH:9]=[CH:8][CH:7]=[C:3]2[C:4]1=[O:6]

참가 물질

6

반응물 3

HCID 6809PhthalimideHCID 78341,2-EpoxybutaneHCID 24526Chlorine

생성물 1

HCID 18997N-Chlorophthalimide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To 150 ml. of methylene chloride were added 7.35 g. (0.05 mole) of phthalimide, 21.5 ml. (5 equiv.) of 1,2-epoxybutane, and 0.061 g. (0.5 mmoles) of 4-dimethylaminopyridine. The mixture was cooled to 0° C. and saturated with chlorine. The resulting mixture was stirred for 20 hours at room temperature. A sample of the reaction mixture, analyzed by thin-layer chromatography (TLC), indicated that the reaction was not yet complete. The mixture was allowed to stir for an additional 24 hours, and the resulting clear yellow solution was evaporated to obtain crystalline N-chlorophthalimide. The product was vacuum dried to afford 7.7 g. (84.8%) of product. Analysis: (1) Percent Cl+ : Theory: 19.6; Found: 18.3. (2) Percent total chlorine: 18.1.

후처리

  1. stirringto stir for an additional 24 hours
  2. customthe resulting clear yellow solution was evaporated

출처 및 근거

ORD 기록
ord-0dd2bcc5c80f4544942bbdab9f84b018
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175082

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