Triethylamine → 1-Benzyl-3-(2-chloroethyl-methyl-amino)-pyrrolidine-2,5-dione

HRID 974898노트

반응식

HRID 974898 반응식
[CH2:1]([N:8]1[C:12](=[O:13])[CH:11]=[CH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[Cl:16][CH2:17][CH2:18][NH:19][CH3:20].C(N(CC)CC)C>O1CCOCC1>[CH2:1]([N:8]1[C:12](=[O:13])[CH2:11][CH:10]([N:19]([CH2:18][CH2:17][Cl:16])[CH3:20])[C:9]1=[O:14])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 74204BenzylmaleimideHCID 3028223Ethanamine, 2-chloro-N-methyl-, hydrochloride (1:1)

생성물 1

HCID 150699981-Benzyl-3-(2-chloroethyl-methyl-amino)-pyrrolidine-2,5-dione

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

74.8 g (0.4 mol) of N-benzylmaleimide [Arch. Pharm. 308, 489 (1975)] and 52.0 g (0.4 mol) of 2-chloroethyl-methylamine hydrochloride are initially introduced into 400 ml of dioxane and 40.4 g (0.4 mol) of triethylamine are added dropwise at 20° C. The mixture is then boiled under reflux for 5 hours. The batch is subsequently poured into 2 1 of ice-water and extracted with 3 portions of 400 ml of chloroform and the extract is washed with water, dried over sodium sulphate and concentrated on a rotary evaporator. Chromatography of the residue (101.1 g) on silica gel using ethyl acetate:petroleum ether (1:2) gives 56.8 g (51% of theory) of an oil.

후처리

  1. additionare added dropwise at 20° C
  2. temperatureunder reflux for 5 hours
  3. extractionextracted with 3 portions of 400 ml of chloroform
  4. washthe extract is washed with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated on a rotary evaporator
  7. customgives 56.8 g (51% of theory) of an oil

출처 및 근거

ORD 기록
ord-f027df5983604d6e8bd77456a0611cbd
출처 데이터셋
uspto-grants-1997_03
특허 번호
US05607942

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