Ethyl 3-ethoxy-3-iminopropionate hydrochloride → HCID 178471908, 화합물

HRID 389204

반응식

HRID 389204 반응식
Cl.[CH2:2]([O:4][C:5](=[NH:12])[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH3:3].[Br:13][C:14]1[CH:20]=[CH:19][C:17](N)=[CH:16][C:15]=1[O:21][CH3:22]>CCO>[Br:13][C:14]1[CH:20]=[CH:19][C:17](/[N:12]=[C:5](/[O:4][CH2:2][CH3:3])\[CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:16][C:15]=1[O:21][CH3:22]

참가 물질

4

반응물 2

HCID 75345Ethyl 3-ethoxy-3-iminopropionate hydrochlorideHCID 70182544-Bromo-3-methoxyaniline

생성물 1

HCID 178471908HCID 178471908, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
22 °C

실험 절차

A mixture of the product of Step 1 (54.2 g, 277 mmol) and 4-bromo-3-methoxyaniline (56.0 g, 277 mmol) in EtOH (500 mL) was stirred under nitrogen, at 22° C., for 20 hours. The mixture was filtered and concentrated, then stirred in ether (100 mL), filtered and concentrated. The residue was chromatographed on silica gel 60 (gradient elution, 0-50% EtOAc in hexane) to give the title product. 1H NMR (400 MHz, CDCl3) δ 7.40 (d, J=8.4 Hz, 1H); 6.43 (d, J=2.0 Hz, 1H); 6.30 (dd, J=8.4 & 2.4 Hz, 1H); 4.28 (q, J=7.1 Hz, 2H); 4.15 (q, J=7.1 Hz, 2H); 3.85 (s, 2H); 3.21 (s, 2H); 1.34 (t, J=7.2 Hz, 3H); 1.26 (t, J=7.0 Hz, 3H) ppm. LRMS (ESI) m/z 344.0 [(M+H)+; calcd for C14H19BrNO4: 344.0].

후처리

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. stirringstirred in ether (100 mL)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel 60 (gradient elution, 0-50% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-651f0a995a37457684ef3f1aaf91f29b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08377874B2

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