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Spiro(1-indanon)-2,4'-(piperidine), N-benzoyl- → Spiro[indene-2,4'-piperidin]-1(3H)-one

HRID 1591153
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HRID 1591153 반응식
C([N:9]1[CH2:14][CH2:13][C:12]2([CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]2=[O:23])[CH2:11][CH2:10]1)(=O)C1C=CC=CC=1>C(O)C.Cl>[O:23]=[C:15]1[C:12]2([CH2:13][CH2:14][NH:9][CH2:10][CH2:11]2)[CH2:22][C:21]2[C:16]1=[CH:17][CH:18]=[CH:19][CH:20]=2
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참가 물질

4

반응물 1

HCID 680371Spiro(1-indanon)-2,4'-(piperidine), N-benzoyl-

생성물 1

HCID 19085830Spiro[indene-2,4'-piperidin]-1(3H)-one수율 77.4%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매2회HCID 702Ethanol용매

실험 절차

A solution of 3.66 g (12.0 mmoles) 1'-benzoyl-1,3-dihydro-1-oxospiro-[2H-indene-2,4'-piperidine] in 90 ml ethanol and 30 ml 6N hydrochloric acid was heated at reflux for 42 hours. An additional 10 ml 6N hydrochloric acid was added and the solution was heated at reflux for 6 hours. The cooled solution was concentrated in vacuo to remove ethanol and the resulting aqueous solution was washed with 2×20 ml ethyl acetate. The aqueous layer was made basic with 10N sodium hydroxide and extracted with 3×75 ml ethyl acetate. The extract was washed with 20 ml water and brine, dried, and the solvent was removed in vacuo to give 1.87 g (77%) product as an oil.

후처리

  1. temperatureat reflux for 42 hours
  2. temperaturethe solution was heated
  3. temperatureat reflux for 6 hours
  4. concentrationThe cooled solution was concentrated in vacuo
  5. customto remove ethanol
  6. washthe resulting aqueous solution was washed with 2×20 ml ethyl acetate
  7. extractionextracted with 3×75 ml ethyl acetate
  8. washThe extract was washed with 20 ml water and brine
  9. customdried
  10. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-0533bac767bf4c618aba9a7c17542ca7
출처 데이터셋
uspto-grants-1993_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05206240

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