Ethanol → 1-Chloro-4-ethoxyphthalazine

HRID 1852068노트

반응식

HRID 1852068 반응식
[Na].Cl[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([Cl:13])=[N:5][N:4]=1.[CH3:14][CH2:15][OH:16]>>[Cl:13][C:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]([O:16][CH2:15][CH3:14])=[N:4][N:5]=1

참가 물질

4

반응물 3

HCID 702EthanolHCID 784901,4-DichlorophthalazineHCID 5360545Sodium

생성물 1

HCID 212176601-Chloro-4-ethoxyphthalazine

실험 절차

Sodium (33.8 mg, 1.470 mmol) was allowed to react with EtOH (10 mL), then 1,4-dichlorophthalazine (279 mg, 1.4 mmol) was added and the reaction mixture was refluxing for 30 min. The hot solution was filtered and evaporated. The crude product was purified by silica gel chromatography eluting with 20% ethyl acetate in hexane to give 200 mg of the crude product 1-chloro-4-ethoxyphthalazine. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.29-8.18 (m, 2H), 7.99-7.90 (m, 2H), 4.73 (q, J=7.1 Hz, 2H), 1.57 (t, J=7.2 Hz, 3H); MS: MS m/z 209.06 (M++1).

후처리

  1. temperaturethe reaction mixture was refluxing for 30 min
  2. filtrationThe hot solution was filtered
  3. customevaporated
  4. customThe crude product was purified by silica gel chromatography
  5. washeluting with 20% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-ede7a9f42302493888ca5b8b8e5e4b34
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957203B2

반응 노트

불러오는 중…