Hydrochloric Acid → 2-Phenyl-3-(3-piperidinopropionyl)benzofuran

HRID 436493

반응식

HRID 436493 반응식
[C:1]1([C:7]2[O:8][C:9]3[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=3[C:11]=2[C:12](=[O:14])[CH3:13])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:19]=O.Cl.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.Cl>C(O)(C)C.C(O)C>[C:1]1([C:7]2[O:8][C:9]3[CH:18]=[CH:17][CH:16]=[CH:15][C:10]=3[C:11]=2[C:12](=[O:14])[CH2:13][CH2:19][N:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 2723721Piperidine, hydrochloride (1:1)HCID 130247261-(2-Phenylbenzofuran-3-yl)ethanone

생성물 1

HCID 214527492-Phenyl-3-(3-piperidinopropionyl)benzofuran

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3776Isopropanol용매

실험 절차

To a solution of 47.2 grams of 2-phenyl-3-acetylbenzofuran in 120 milliliters of isopropanol were added 6 grams of paraformaldehyde, 29.1 grams of piperidine hydrochloride and 6 milliliters of a saturated solution of hydrogen chloride in ethanol and the mixture was heated under reflux for a period of 10 hours. The solvent was evaporated from the resulting mixture under vacuum and the residue was triturated with ethyl ether. The portion of the residue that was insoluble in ether was separated from the ether extract and was dissolved in water. The aqueous solution was then made alkaline by addition thereto of a 5% aqueous solution of sodium hydroxide and the base that thus precipitated was extracted with ethyl ether and the extract was dried by addition of anhydrous sodium sulfate thereto. Upon addition to the ether extract of a solution of hydrogen chloride in ethanol, the hydrochloride of the compound named in the heading of this example precipitated, and it was separated by suction filtration and dried. it weighed 22.7 grams and, after recrystallization from ethanol, had a melting point of 173°-174°C.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for a period of 10 hours
  3. customThe solvent was evaporated from the resulting mixture under vacuum
  4. customthe residue was triturated with ethyl ether
  5. customwas separated from the ether
  6. extractionextract
  7. dissolutionwas dissolved in water
  8. additionby addition
  9. customof a 5% aqueous solution of sodium hydroxide and the base that thus precipitated
  10. extractionwas extracted with ethyl ether
  11. dry with materialthe extract was dried by addition of anhydrous sodium sulfate
  12. additionUpon addition to the ether
  13. extractionextract of a solution of hydrogen chloride in ethanol
  14. customprecipitated
  15. customit was separated by suction filtration
  16. customdried
  17. customafter recrystallization from ethanol

출처 및 근거

ORD 기록
ord-07e6620d822e463c9712bfec0e271c1a
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04009184

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