Benzylamine → Ethyl 2-(benzylamino)propanoate

HRID 408618

반응식

HRID 408618 반응식
[CH2:1]([O:3][C:4](=[O:8])[CH:5](Br)[CH3:6])[CH3:2].[CH2:9]([NH2:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CC#N>[CH2:1]([O:3][C:4](=[O:8])[CH:5]([NH:16][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH3:6])[CH3:2]

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionate

생성물 1

HCID 222273Ethyl 2-(benzylamino)propanoate수율 97%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
20 °C

실험 절차

To a solution of 2-bromo-propionic acid ethyl ester (17.90 mL, 1 eq.) in 250 mL of MeCN were added benzylamine (13.45 mL, 0.9 eq.) and potassium carbonate (28.60 g, 1.5 eq.). The reaction was refluxed for 2 h then cooled to 20° C. The crude was filtered, washed with EtOAc. The filtrate was concentrated under reduced pressure, then purified by chromatography on silica gel (elution with heptane/EtOAc: 9/1 to 7/3) to afford 2-benzylamino-propionic acid ethyl ester (24.74 g, yield=97%).

후처리

  1. temperatureThe reaction was refluxed for 2 h
  2. filtrationThe crude was filtered
  3. washwashed with EtOAc
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. custompurified by chromatography on silica gel (elution with heptane/EtOAc: 9/1 to 7/3)

출처 및 근거

ORD 기록
ord-30bdff48cbac4d99978d7f4494918215
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759334B2

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