Methanol → HCID 10607526, 화합물

HRID 1420675노트

반응식

HRID 1420675 반응식
[C:1]1(=O)[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[CH2:3][CH2:2]1.Cl.[NH2:16]O.CO.C([O-])(=O)C.[Na+]>O>[CH:1]1([NH2:16])[C:12]2=[C:13]3[C:8](=[CH:9][CH:10]=[CH:11]2)[CH:7]=[CH:6][CH:5]=[C:4]3[CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 887MethanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 6027812,3-Dihydro-1H-phenalen-1-one

생성물 1

HCID 10607526HCID 10607526, 화합물수율 71.6%

시약·촉매·용매 1

HCID 962Water용매3회

실험 절차

To a stirred mixture of 2,3-dihydro-phenalen-1-one (1.32 g, 7.24 mmol), hydroxylamine hydrochloride (0.85 g, 12.2 mmol) and water (6 ml) was added dropwise at 75° C. MeOH (7.5 ml) and afterwards a solution of sodium acetate (2.58 g, 19.0 mmol) in water (4 ml). Stirring was continued over a period of 1.5, h, water (20 ml) was added and after cooling (ice bath) the solid was collected by filtration. After drying in vacuo the crude product was dissolved in 3.5 N NH3 /MeOH (100 ml) and hydrogenated over Raney-Nickel (0.5 g, washed with MeOH) at RT for 17h. The catalyst was filtered off, the solution evaporated in vacuo and the residue purified by column chromatography on silica gel (dichloromethane/MeOH 9:1) to yield (RS)-2,3-dihydro-1H-phenalen-1-yl-amine (0.95 g) as a brown oil.

후처리

  1. additionwas added dropwise at 75° C
  2. additionwas added
  3. temperatureafter cooling (ice bath) the solid
  4. filtrationwas collected by filtration
  5. dry with materialAfter drying in vacuo the crude product
  6. dissolutionwas dissolved in 3.5 N NH3 /MeOH (100 ml) and hydrogenated over Raney-Nickel (0.5 g, washed with MeOH) at RT for 17h
  7. filtrationThe catalyst was filtered off
  8. customthe solution evaporated in vacuo
  9. customthe residue purified by column chromatography on silica gel (dichloromethane/MeOH 9:1)

출처 및 근거

ORD 기록
ord-e061e39338044ee19378bc581f681886
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06071925

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