Ethyl bromoacetate → ethyl 2-(N-phenyl-N-propylamino)acetate

HRID 1608784

反応式

HRID 1608784 の反応式
[CH2:1]([NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:2][CH3:3].Br[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>O1CCOCC1.C1(C2CCCCCCCCCC=2)CCCCCCCCNN=1.O>[C:5]1([N:4]([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:1][CH2:2][CH3:3])[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

6

反応物 2

HCID 7748Ethyl bromoacetateHCID 12153Benzenamine, N-propyl-

生成物 1

HCID 14060107ethyl 2-(N-phenyl-N-propylamino)acetate収率 90%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒HCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene溶媒

実験手順

To a solution of N-propylaniline (60 g) and ethyl bromoacetate (83.6 ml) in dioxane (60 ml), diazabicycloundecene (DBU;113 ml) was added dropwise under ice-cooling. After stirring for 1 hour at room temperature, the reaction mixture was diluted with water and extracted three times with ethyl acetate. The combined organic layer was washed with successive, 1N hydrochloric acid, water and saturated sodium chloride in order. After drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure to give 87.9 g (90%) of the objective compound.

後処理

  1. temperaturecooling
  2. extractionextracted three times with ethyl acetate
  3. washThe combined organic layer was washed with successive, 1N hydrochloric acid, water and saturated sodium chloride in order
  4. dry with materialAfter drying over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-5d3693bbb8d0495b89f894c71e0141db
出典データセット
uspto-grants-1995_03
特許番号
US05397781

関連ノート

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