Hydrochloric Acid → 1,2,3,4-Tetrahydrobenzo-furo[3,2-c]pyridine hydrochloride

HRID 1274108노트

반응식

HRID 1274108 반응식
[ClH:1].[C:2]1([O:8]N)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH:11]1[CH2:16][CH2:15][C:14](O)(O)[CH2:13][CH2:12]1.Cl>CC(O)C>[ClH:1].[CH2:12]1[C:13]2[C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[O:8][C:14]=2[CH2:15][CH2:16][NH:11]1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 6365179O-Phenylhydroxylamine hydrochlorideHCID 116368364,4-Piperidinediol, hydrochloride

생성물 1

HCID 124995131,2,3,4-Tetrahydrobenzo-furo[3,2-c]pyridine hydrochloride수율 64.1%

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
20 °C

실험 절차

A mixture of O-phenylhydroxylamine hydrochloride (1:1) (0.625 mol) and 4,4-piperidinediol hydrochloride (1:1) (0.682 mol) in 2-propanol (615 ml) was stirred at 20° C. HCl (353 ml) was added dropwise at 20° C. The reaction mixture was gently heated to reflux temperature. The reaction mixture was stirred and refluxed for 3 hours, then cooled to room temperature. The precipitate was filtered off, washed with DIPE, and dried. This fraction was crystallized from water (1600 ml). The desired compound was allowed to crystallize out while stirring. The precipitate was filtered off, washed with 2-propanol and DIPE, then dried, yielding 84 g (64%) of 1,2,3,4-tetrahydrobenzofuro[3,2-c]pyridine hydrochloride (1:1) (interm. 1).

후처리

  1. temperatureThe reaction mixture was gently heated
  2. temperatureto reflux temperature
  3. stirringThe reaction mixture was stirred
  4. temperaturerefluxed for 3 hours
  5. temperaturecooled to room temperature
  6. filtrationThe precipitate was filtered off
  7. washwashed with DIPE
  8. customdried
  9. customThis fraction was crystallized from water (1600 ml)
  10. customto crystallize out
  11. stirringwhile stirring
  12. filtrationThe precipitate was filtered off
  13. washwashed with 2-propanol and DIPE
  14. customdried

출처 및 근거

ORD 기록
ord-30bef6b9843940cebbed55ee642282a4
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156757

반응 노트

불러오는 중…