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

HRID 1608784

반응식

HRID 1608784 반응식
[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

참가 물질

6

반응물 2

HCID 7748Ethyl bromoacetateHCID 12153Benzenamine, N-propyl-

생성물 1

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

시약·촉매·용매 3

HCID 962Water용매HCID 312751,4-Dioxane용매HCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5d3693bbb8d0495b89f894c71e0141db
출처 데이터셋
uspto-grants-1995_03
특허 번호
US05397781

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