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

HRID 275742ノート

反応式

HRID 275742 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
20 °C

実験手順

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 diisopropyl ether, 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 diisopropyl ether, then dried, yielding 84 g (64%) of 1,2,3,4-tetrahydrobenzo-furo[3,2-c]pyridine hydrochloride (1:1) (interm. 1).

後処理

  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 diisopropyl ether
  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 diisopropyl ether
  14. customdried

出典と根拠

ORDレコード
ord-78dcf7c3f9c04c82b22c8e4610fa32c3
出典データセット
uspto-grants-2002_03
特許番号
US06352999B1

反応ノート

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