Hydrochloric Acid → 4-(4-Chlorophenoxy)piperidine--hydrogen chloride (1/1)

HRID 437563

反応式

HRID 437563 の反応式
C(OC([N:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=O)C.[CH2:12]([OH:14])[CH3:13].[OH-].[K+].[ClH:17]>CCOCC>[ClH:17].[Cl:17][C:8]1[CH:9]=[CH:10][C:12]([O:14][CH:9]2[CH2:8][CH2:7][NH:6][CH2:11][CH2:10]2)=[CH:13][CH:7]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 213991-Piperidinecarboxylic acid, ethyl ester2 回

生成物 1

HCID 177497914-(4-Chlorophenoxy)piperidine--hydrogen chloride (1/1)

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

12.1 ml. of ethylchloroformate are added to a solution of 19.4 g of 1-benzyl-4-(p-chlorophenoxy)piperidine in 220 ml. of benzene and the solution is refluxed for 18 hours. The benzene and benzylchloride is removed under reduced pressure to give the N-ethoxycarbonylpiperidine as an uncrystallizable yellow oil. The N-ethoxycarbonylpiperidine is dissolved in 210 ml. of ethanol and 130 ml. of 45% aqueous potassium hydroxide are added. The solution is refluxed for 12 hours under nitrogen, cooled, most of the ethanol is removed under reduced pressure and the resultant oily dispersion is extracted with ether. The ether phase is extracted with 3 N hydrochloric acid, the acid extract is basified with 6N sodium hydroxide, and the basic solution is extracted with benzene. The benzene is dried and removed under reduced pressure to give a colorless oil. The oil is dissolved in 200 ml. of ether, the solution is cooled and stirred and 200 ml. of a saturated ethereal-HCl solution is slowly added. The salt forms and is collected. The salt is recrystallized from absolute ethanol to give 4-(p-chlorophenoxy)piperidine hydrochloride.

後処理

  1. temperatureThe solution is refluxed for 12 hours under nitrogen
  2. customis removed under reduced pressure
  3. extractionthe resultant oily dispersion is extracted with ether
  4. extractionThe ether phase is extracted with 3 N hydrochloric acid
  5. extractionthe acid extract
  6. extractionthe basic solution is extracted with benzene
  7. dry with materialThe benzene is dried
  8. customremoved under reduced pressure
  9. customto give a colorless oil
  10. dissolutionThe oil is dissolved in 200 ml
  11. customThe salt forms and is collected
  12. customThe salt is recrystallized from absolute ethanol

出典と根拠

ORDレコード
ord-ad4eef84332746b2b6a28b53aff690ed
出典データセット
uspto-grants-1977_06
特許番号
US04031221

関連ノート

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