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

HRID 981086

反応式

HRID 981086 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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 l 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.

後処理

  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

出典と根拠

ORDレコード
ord-df087753e5d24b24b8f1786345abe505
出典データセット
uspto-grants-1991_02
特許番号
US04990517

関連ノート

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