Phosphorus oxychloride → 8-(Benzyloxy)-2-chloroquinoline

HRID 1429505노트

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HRID 1429505 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16](O)[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:22]>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:18]=1[N:17]=[C:16]([Cl:22])[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178515619HCID 178515619, 화합물

생성물 1

HCID 220422348-(Benzyloxy)-2-chloroquinoline수율 85%

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온도
90 °C

실험 절차

8-(benzyloxy)quinolin-2-ol (6.6 g, 26.3 mmol) was dissolved in POCl3 (50 mL). The mixture was stirred at 90° C. for 16 h. The POCl3 was evaporated and to the residue was added EtOAc (100 mL) and the solution was washed with a.q. NaHCO3 (80 mL) and H2O (80 mL). The EtOAc was removed under vacuum to give the desired compound (6.0 g, yield 85%). LCMS (m/z): 270.1 [M+H]+

후처리

  1. customThe POCl3 was evaporated and to the residue
  2. additionwas added EtOAc (100 mL)
  3. washthe solution was washed with a.q
  4. customThe EtOAc was removed under vacuum

출처 및 근거

ORD 기록
ord-9ada1b3ac81e45e98a07c479c0076117
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08940726B2

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