Acetone → HCID 21186727, 화합물

HRID 1384288노트

반응식

HRID 1384288 반응식
[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][C:12](=[O:13])[C:5]2=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[BH4-].[Na+].CC(C)=O.[Cl-].[NH4+]>CO>[OH:13][CH:12]1[C:5]2[C:6](=[N:7][C:2]([CH3:1])=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:4]=2)[CH2:8][CH2:9][CH2:10][CH2:11]1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydride2회HCID 21186679HCID 21186679, 화합물

생성물 1

HCID 21186727HCID 21186727, 화합물수율 96.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In an atmosphere of argon, ethyl 2-methyl-5-oxo-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (400.0 mg, 1.62 mmol) was dissolved in methanol (5.0 ml), and the solution was mixed with sodium borohydride (91.9 mg, 2.43 mmol) at 0° C. and stirred at the same temperature for 1 hour. Acetone was added dropwise to the reaction solution at 0° C. to decompose excess sodium borohydride and then the thus treated reaction solution was mixed with saturated ammonium chloride aqueous solution, extracted with ethyl acetate and washed with water and saturated brine. After drying with anhydrous sodium sulfate, the solvent was evaporated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (ether:hexane=2:1) to obtain the title compound (387.7 mg, 96.1%) as colorless oil.

후처리

  1. customthe thus treated reaction solution
  2. extractionextracted with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialAfter drying with anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=2:1)

출처 및 근거

ORD 기록
ord-59be388bcbf34e018defb5cba54cce66
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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