Aniline → N-Phenylglycine ethyl ester

HRID 342724

반응식

HRID 342724 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].C([O-])(=O)C.[Na+]>C(O)C>[C:2]1([NH:1][CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6115AnilineHCID 7748Ethyl bromoacetateHCID 517045Sodium Acetate

생성물 1

HCID 75190N-Phenylglycine ethyl ester수율 3.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of aniline (9.7 g, 104 mmol) and ethyl bromoacetate (16.3 g, 98 mmol) in 150 mL of absolute ethanol was added solid sodium acetate (8.1 g, 99 mmol) in portions. After stirring at room temperature, the solvent was removed by rotary evaporator and the residue suspended in diethyl ether, filtered through Celite and concentrated. Chromatography of the crude residue on silica gel using 20-80 ethyl acetate-hexane as eluant gave the title compound (580 mg) as a light brown solid. The structure was supported by NMR, infrared spectroscopy, elemental analysis, and mass spectroscopy.

후처리

  1. customthe solvent was removed by rotary evaporator
  2. filtrationfiltered through Celite
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-49dc83e551c24b57976fb876184fc779
출처 데이터셋
uspto-grants-1999_01
특허 번호
US05859052

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