Acetic Acid → 1-Carbamoyl-3-(4-fluorophenacyl)piperidine

HRID 1657832노트

반응식

HRID 1657832 반응식
[C:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH:5]([CH2:9][C:10]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)=[O:11])[CH2:4]1)#[N:2].C(O)(=[O:21])C>Cl.O>[C:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH:5]([CH2:9][C:10]([C:12]2[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=2)=[O:11])[CH2:4]1)(=[O:21])[NH2:2]

참가 물질

5

반응물 2

HCID 176Acetic AcidHCID 215303571-Cyano-3-(4-fluorophenacyl)piperidine

생성물 1

HCID 215303701-Carbamoyl-3-(4-fluorophenacyl)piperidine

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 962Water용매

실험 절차

1-Cyano-3-(4-fluorophenacyl)piperidine (Example 19), 21.5 g, was dissolved in a mixture of 150 ml of glacial acetic acid, 30 ml of concentrated aqueous hydrochloric acid, and 70 ml of water. The resulting solution, under a nitrogen atmosphere, was heated on a steam-bath for 16 hours. The reaction solution was distilled under reduced pressure, the residue was diluted with water, and the resulting solution was made alkaline with 3 N sodium hydroxide. Upon extracting the alkaline aqueous solution with ethyl ether, solid precipitated and was isolated by filtration and washed with ether. The solid, 6.7 g, was recrystallized once from aqueous acetone and then four times from acetone/diethyl ether, to give 1-carbamoyl-3-(4-fluorophenacyl)piperidine, mp 136°-137.5°. The following elemental analysis was obtained:

후처리

  1. temperatureThe resulting solution, under a nitrogen atmosphere, was heated on a steam-bath for 16 hours
  2. distillationThe reaction solution was distilled under reduced pressure
  3. additionthe residue was diluted with water
  4. extractionUpon extracting the alkaline aqueous solution with ethyl ether, solid
  5. customprecipitated
  6. customwas isolated by filtration
  7. washwashed with ether
  8. customThe solid, 6.7 g, was recrystallized once from aqueous acetone

출처 및 근거

ORD 기록
ord-d6a55369769a4cc0bede3e3e6cc97334
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03962257

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