Acetic Acid → HCID 19752088, compound

HRID 483323Notes

Reaction equation

HRID 483323 reaction equation
[C:1]([NH:4][C:5]1([C:12]#[N:13])[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH2:8]2)(=[O:3])[CH3:2].[C:14](O)(=[O:16])[CH3:15]>C(OC(=O)C)(=O)C.[Pt]=O>[C:1]([NH:4][C:5]1([CH2:12][NH:13][C:14](=[O:16])[CH3:15])[CH2:10][CH:9]2[CH2:11][CH:6]1[CH2:7][CH2:8]2)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 19752072HCID 19752072, compound

Product 1

HCID 19752088HCID 19752088, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 7918Acetic AnhydrideSolvent

Procedure

The procedure is as in Example 3, but starting from 2-acetylamino-2-cyano-bicyclo[2.2.1]heptane (7.14 g), in the form of the exo racemate in acetic acid (250 cc) and acetic anhydride (7.5 cc), in the presence of Adams platinum oxide (0.7 g); taking up the residue from the evaporation in water and ethanol (80/20 by volume) (100 cc), 2-acetylamino-2-acetylaminomethyl-bicyclo[2.2.1]heptane (8.7 g) is thus obtained in the form of fine white crystals which melt at 208° C.

Workup

  1. customfrom the evaporation in water

Sources & evidence

ORD record
ord-83e704925c134da9bd360850a5a751d4
Source dataset
uspto-grants-1993_07
Patent number
US05225207

Reaction notes

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