Ethyl chloroformate → ethyl N-ethoxycarbonyl-2-phenylacetimidate

HRID 718147노트

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HRID 718147 반응식
Cl.[C:2]1([CH2:8][C:9](=[NH:13])[O:10][CH2:11][CH3:12])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:15]([O:17][CH2:18][CH3:19])=[O:16]>C(Cl)Cl.CCOC(C)=O>[CH2:18]([O:17][C:15]([N:13]=[C:9]([O:10][CH2:11][CH3:12])[CH2:8][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:16])[CH3:19]

참가 물질

5

반응물 2

HCID 10928Ethyl chloroformateHCID 12218775Ethyl 2-phenylacetimidate hydrochloride

생성물 1

HCID 101005605ethyl N-ethoxycarbonyl-2-phenylacetimidate수율 95%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

Ethyl 2-phenylacetimidate hydrochloride (1.7 g, 8.5 mmol) was dissolved in DCM (10.6 mL) and cooled to 0° C. TEA (7.1 mL, 51.1 mmol) was added dropwise the mixture was stirred for 1 h. Ethyl chloroformate (1.6 g, 14.8 mmol) was added and the reaction mixture was allowed to warm to RT and stirred for 12 h. The mixture was diluted with EtOAc (100 mL) and the solids were removed by filtration through diatomaceous earth. The filter cake was washed with EtOAc (3×10 mL) and the combined filtrates were concentrated in vacuo to afford ethyl N-ethoxycarbonyl-2-phenylacetimidate (1.9 g, 93%) as a yellow oil. 1H NMR (400 MHz, DMSO-d6): δ 7.27-7.26 (m, 5H), 4.01-4.00 (m, 4H), 3.70 (s, 2H), 1.18-1.08 (m, 6H).

후처리

  1. temperatureto warm to RT
  2. stirringstirred for 12 h
  3. customthe solids were removed by filtration through diatomaceous earth
  4. washThe filter cake was washed with EtOAc (3×10 mL)
  5. concentrationthe combined filtrates were concentrated in vacuo

출처 및 근거

ORD 기록
ord-5338b3930de24ed7a7acc09de8d647df
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09193719B2

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