Dimethyl 3-oxoglutarate → Dimethyl 3-(2-bromoethylamino)-2-pentenedioate

HRID 231889

反応式

HRID 231889 の反応式
Br.[Br:2][CH2:3][CH2:4][NH2:5].[CH3:6][O:7][C:8]([CH2:10][C:11]([CH2:13][C:14]([O:16][CH3:17])=[O:15])=O)=[O:9].C([O-])(=O)C.[Na+]>O>[Br:2][CH2:3][CH2:4][NH:5][C:11]([CH2:10][C:8]([O:7][CH3:6])=[O:9])=[CH:13][C:14]([O:16][CH3:17])=[O:15]

参加物

5

反応物 3

HCID 74591Dimethyl 3-oxoglutarateHCID 517045Sodium AcetateHCID 27742172-Bromoethylamine hydrobromide

生成物 1

HCID 74015712Dimethyl 3-(2-bromoethylamino)-2-pentenedioate収率 87.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

2-Bromoethylamine hydrobromide (12.35 g, 60 mmol) was dissolved in water (30 mL) at room temperature (20° C.) with stirring, and dimethyl 1,3-acetonedicarboxylate (10.0 g, 57 mmol) was added. After 5-10 minutes, solid anhydrous sodium acetate (14.35 g, 175 mmol) was added, and stirring continued. After approximately 80 minutes, precipitation of dimethyl 3-(2-bromoethylamino)-2-pentenedioate began, and the solution was stirred for 17 hours at room temperature. The thick slurry was diluted with cold water (20 mL), and aged at 0°-50° C. for 30 minutes and filtered, and the precipitate washed with cold (0°-5° C.) water (50 mL) and dried to constant weight, to afford 13.9 g (86% yield) of dimethyl 3-(2-bromoethylamino)-2-pentenedioate as a white solid, m.p. 71°-72° C.

後処理

  1. stirringstirring
  2. waitAfter approximately 80 minutes
  3. customprecipitation of dimethyl 3-(2-bromoethylamino)-2-pentenedioate
  4. stirringthe solution was stirred for 17 hours at room temperature
  5. additionThe thick slurry was diluted with cold water (20 mL)
  6. waitaged at 0°-50° C. for 30 minutes
  7. filtrationfiltered
  8. washthe precipitate washed with cold (0°-5° C.) water (50 mL)
  9. customdried to constant weight

出典と根拠

ORDレコード
ord-3495f3af0ea94ac3be66452787b7ce21
出典データセット
uspto-grants-1989_07
特許番号
US04849526

関連ノート

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