Sodium Dichromate → 2,7-Bis(1-oxo-4-(1-piperidyl)butyl)-9H-fluoren-9-one

HRID 461964노트

반응식

HRID 461964 반응식
[N:1]1([CH2:7][CH2:8][CH2:9][C:10]([C:12]2[CH:24]=[CH:23][C:22]3[C:21]4[C:16](=[CH:17][C:18]([C:25](=[O:35])[CH2:26][CH2:27][CH2:28][N:29]5[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]5)=[CH:19][CH:20]=4)[CH2:15][C:14]=3[CH:13]=2)=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cr](O[Cr]([O-])(=O)=O)([O-])(=O)=[O:37].[Na+].[Na+]>C(O)(=O)C>[N:1]1([CH2:7][CH2:8][CH2:9][C:10]([C:12]2[CH:24]=[CH:23][C:22]3[C:21]4[C:16](=[CH:17][C:18]([C:25](=[O:35])[CH2:26][CH2:27][CH2:28][N:29]5[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]5)=[CH:19][CH:20]=4)[C:15](=[O:37])[C:14]=3[CH:13]=2)=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

4

반응물 2

HCID 25408Sodium DichromateHCID 1602411,1'-(9H-Fluorene-2,7-diyl)bis(4-(1-piperidinyl)-1-butanone)

생성물 1

HCID 1475842,7-Bis(1-oxo-4-(1-piperidyl)butyl)-9H-fluoren-9-one

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 9.0g (0.019 mole) 2,7-bis(4-piperidinobutyryl)fluorene, prepared in Example 7, 7.54g (0.0253 mole) sodium dichromate and 300 ml of glacial acetic acid was stirred and refluxed for one hour. The reaction mixture was evaporated to semi-dryness and made basic using concentrated ammonium hydroxide. The solid which precipitated was filtered, washed with water, and chromatographed on alumina using chloroform as the eluant. The solvent was removed from the fraction collected, leaving a solid residue which was recrystallized three times from chloroform-acetone to yield the desired product. M.P. 168°-170° C, λmaxCHCl3 281, E1cm1% 1579.

후처리

  1. temperaturerefluxed for one hour
  2. customThe reaction mixture was evaporated to semi-dryness
  3. customThe solid which precipitated
  4. filtrationwas filtered
  5. washwashed with water
  6. customchromatographed on alumina
  7. customThe solvent was removed from the fraction
  8. customcollected
  9. customleaving a solid residue which
  10. customwas recrystallized three times from chloroform-acetone

출처 및 근거

ORD 기록
ord-c2808aa3a3d84d74bc64b8561dfbd2db
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04064347

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