Hydrochloric Acid → Propanoic acid, 3-[(2-bromophenyl)amino]-3-oxo-

HRID 9479

反応式

HRID 9479 の反応式
[C:1]([O:9]CC)(=[O:8])[CH2:2][C:3]([O:5]CC)=O.[Br:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH2:15].C(=O)([O-])[O-].[Na+].[Na+].Cl>O.CO>[Br:12][C:13]1[CH:19]=[CH:18][CH:17]=[CH:16][C:14]=1[NH:15][C:3](=[O:5])[CH2:2][C:1]([OH:9])=[O:8]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 7761Diethyl MalonateHCID 10340Sodium CarbonateHCID 119922-Bromoaniline

生成物 1

HCID 21984308Propanoic acid, 3-[(2-bromophenyl)amino]-3-oxo-収率 57.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

反応条件

温度
180 °C

実験手順

Diethyl malonate (101 mL, 0.989 mol) and 2-bromoaniline (50.g, 0.291 mol) were combined and heated at 180° C. for six hours. A Dean-Stark trap was used to collect the volatiles. The reaction was allowed to cool to ambient temperature overnight; a precipitate formed. The precipitate was isolated by filtration and combined with methanol (160 mL), water (800 mL), and solid sodium carbonate (105 g). The mixture was heated at reflux for two hours, allowed to cool to ambient temperature, and then cooled to 0° C. The mixture was adjusted to pH 2 with the addition of 3 N hydrochloric acid; a white precipitate formed. The precipitate was isolated by filtration, washed with water, and dried overnight on the filter funnel to provide 43 g of N-(2-bromophenyl)malonamic acid as a white solid.

後処理

  1. customto collect the volatiles
  2. temperatureto cool to ambient temperature overnight
  3. customa precipitate formed
  4. customThe precipitate was isolated by filtration
  5. temperatureThe mixture was heated
  6. temperatureat reflux for two hours
  7. temperatureto cool to ambient temperature
  8. temperaturecooled to 0° C
  9. customa white precipitate formed
  10. customThe precipitate was isolated by filtration
  11. washwashed with water
  12. customdried overnight on the filter funnel

出典と根拠

ORDレコード
ord-0789ae86abcc4ffcb54afb54fb83337e
出典データセット
uspto-grants-2006_08
特許番号
US07091214B2

関連ノート

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