Propylene Oxide → N-Chlorophthalimide

HRID 46728

반응식

HRID 46728 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.C1OC1C.N1C2C(=CC=CC=2)C=CC=1.[Cl:26]Cl>C(Cl)Cl>[Cl:26][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 4

HCID 6378Propylene OxideHCID 6809Phthalimide2회HCID 7047QuinolineHCID 24526Chlorine

생성물 1

HCID 18997N-Chlorophthalimide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To 150 ml. of methylene chloride were added 7.35 g. (0.05 mole) of phthalimide and 17.5 ml. (5 equiv.) of propylene oxide. The resulting mixture was cooled to 0° C., 0.13 g. (0.001 mole; 0.02 equiv.) of quinoline was added, and the mixture was saturated with chlorine. The phthalimide began to dissolve within 30 minutes, and after one hour it was nearly all dissolved. Analysis of the sample by TLC at 1.25 hours showed only a trace of starting material. The mixture was subjected to partial vacuum to remove excess chlorine, and a small amount of amylene was added. The resulting mixture then was evaporated to obtain crystalline N-chlorophthalimide. The product was filtered and vacuum dried overnight to give 8.2 g. (90.4%) of product. Analysis: (1) Percent Cl+ : Theory: 19.6; Found: 19.3. (2) Percent total chlorine: 19.1.

후처리

  1. dissolutionto dissolve within 30 minutes
  2. waitAnalysis of the sample by TLC at 1.25 hours showed only
  3. customto remove excess chlorine
  4. additiona small amount of amylene was added
  5. customThe resulting mixture then was evaporated

출처 및 근거

ORD 기록
ord-2f26cd228afd474bb813427d4b38d35d
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175082

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