Methylamine → 8-Hydroxy-5-methyl-9-methylimino-1,2,3,4,4a,9a-hexahydrofluorene

HRID 2051427Notes

Reaction equation

HRID 2051427 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:16])=[C:6]2[C:14]=1[C:13](=O)[CH:12]1[CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11]1.[CH3:17][NH2:18]>CO>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:16])=[C:6]2[C:14]=1[C:13](=[N:18][CH3:17])[CH:12]1[CH:7]2[CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 15157186HCID 15157186, compound

Product 1

HCID 1360050748-Hydroxy-5-methyl-9-methylimino-1,2,3,4,4a,9a-hexahydrofluorene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

To a methanol solution containing 2 g of 8-hydroxy-5-methyl-1,2,3,4,4a,9a-hexahydro-9-fluorenone in 20 ml of methanol was added 7.18 ml of methanol solution of 40% methylamine and the mixture was refluxed under heating for 5 hours. After left to stand for cooling, the solvent was removed by concentration and the residue was recrystallized from ethanol to obtain 0.35 g of 8-hydroxy-5-methyl-9-methylimino-1,2,3,4,4a,9a-hexahydrofluorene.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 5 hours
  3. waitAfter left
  4. temperaturefor cooling
  5. customthe solvent was removed by concentration
  6. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-e9e59e429944451183c34659b6913d02
Source dataset
uspto-grants-1991_05
Patent number
US05017724

Reaction notes

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