Formic Acid → HCID 15157279, compound

HRID 2051430Notes

Reaction equation

HRID 2051430 reaction equation
C(OC(=O)C)(=O)C.[CH:8]([OH:10])=O.Cl.[OH:12][C:13]1[C:14]([CH:29]([CH3:32])[CH:30]=[CH2:31])=[CH:15][C:16]([CH3:28])=[C:17]2[C:25]=1[CH:24]([NH:26][CH3:27])[CH:23]1[CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22]1>O>[OH:12][C:13]1[C:14]([CH:29]([CH3:32])[CH:30]=[CH2:31])=[CH:15][C:16]([CH3:28])=[C:17]2[C:25]=1[CH:24]([N:26]([CH3:27])[CH:8]=[O:10])[CH:23]1[CH:18]2[CH2:19][CH2:20][CH2:21][CH2:22]1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic Anhydride2×HCID 19833499HCID 19833499, compound

Product 1

HCID 15157279HCID 15157279, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.0 Milliliters of acetic anhydride and 1.0 ml of 98% formic acid were mixed and the mixture was stirred under heating for 2 hours and left to stand of cooling. To the resulting solution were added 3.0 g of 8-hydroxy-5-methyl-9-methylamino-7-(1-methyl-2-propenyl)-1,2,3,4,4a,9a-hexahydrofluorene hydrochloride and 10 ml of acetic anhydride and reaction was carried out at 60° C. for 2 hours and at room temperature for 15 hours. To the reaction mixture was added water and the separated solid was collected by filtration, washed with water and once dissolved in chloroform and the solution was dried with magnesium sulfate. The solvent was distilled off and the residue was recrystallized from ethanol to obtain 1.42 g of 8-hydroxy-5-methyl-9-(N-methyl-N-formylamino)-7-(1-methyl-2-propenyl)-1,2,3,4,4a,9a-hexahydrofluorene.

Workup

  1. temperatureunder heating for 2 hours
  2. waitleft
  3. temperatureof cooling
  4. additionTo the resulting solution were added
  5. filtrationthe separated solid was collected by filtration
  6. washwashed with water
  7. dissolutiononce dissolved in chloroform
  8. dry with materialthe solution was dried with magnesium sulfate
  9. distillationThe solvent was distilled off
  10. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-da0a288e06914c8a80b27d785da0adc8
Source dataset
uspto-grants-1991_05
Patent number
US05017724

Reaction notes

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