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Hydrochloric Acid → 1-(1-Methyl-3-indolyl)cyclopentanecarbaldehyde

HRID 1587715
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HRID 1587715 반응식
[H-].C([Al+]CC(C)C)C(C)C.[CH3:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([C:21]2([C:26]#N)[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:13]1.Cl.C([O:32]C(C)C)(C)C>C1(C)C=CC=CC=1.CO>[CH3:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([C:21]2([CH:26]=[O:32])[CH2:25][CH2:24][CH2:23][CH2:22]2)=[CH:13]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 107991831-(1-Methyl-3-indolyl)-cyclopentanecarbonitrileHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 105612721-(1-Methyl-3-indolyl)cyclopentanecarbaldehyde

시약·촉매·용매 2

HCID 887Methanol용매
HCID 1140Toluene용매2회

실험 절차

The reaction is performed under a dry nitrogen atmosphere. 94.4 cm3 (0.0944 mol) of a 1N toluene solution of diisobutylaluminium hydride are added at -60° C. to a solution of 13.3 g (0.059 mol) of 1-(1-methyl-3-indolyl)-cyclopentanecarbonitrile in 230 cm3 of toluene. The temperature of the mixture is thereafter allowed to rise to room temperature, and the reaction is then stopped by adding 50 cm3 of methanol and then 230 cm3 of 3N hydrochloric acid to the reaction mixture. The mixture is extracted with dichloromethane, the organic extract is washed with water, dried over sodium sulphate and filtered and the filtrate is evaporated. In succession, the residue obtained is taken up with diisopropyl ether, some insoluble matter is removed by filtration, the solvent is evaporated and the residue is crystallised in hexane.

후처리

  1. customto rise to room temperature
  2. extractionThe mixture is extracted with dichloromethane
  3. extractionthe organic extract
  4. washis washed with water
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. customthe filtrate is evaporated
  8. customIn succession, the residue obtained
  9. customsome insoluble matter is removed by filtration
  10. customthe solvent is evaporated
  11. customthe residue is crystallised in hexane

출처 및 근거

ORD 기록
ord-5f1f65eba6d24f2288154e47d358c821
출처 데이터셋
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05219859

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