Diethyl Ether → HCID 19752072, compound

HRID 483324Notes

Reaction equation

HRID 483324 reaction equation
[NH2:1][C:2]1([C:9]#[N:10])[CH2:7][CH:6]2[CH2:8][CH:3]1[CH2:4][CH2:5]2.[CH2:11]([O:13]CC)[CH3:12]>C(OC(=O)C)(=O)C>[C:11]([NH:1][C:2]1([C:9]#[N:10])[CH2:7][CH:6]2[CH2:8][CH:3]1[CH2:4][CH2:5]2)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 3283Diethyl EtherHCID 15248099HCID 15248099, compound

Product 1

HCID 19752072HCID 19752072, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

The procedure is as in Example 3, but starting from 2-amino-2-cyano-bicyclo[2.2.1]heptane (6.33 g), in the form of the mixture of the exo and endo racemates in a ratio of (8/1), in diethyl ether (100 cc) and acetic anhydride (4.7 cc); after recrystallization from a mixture of ethanol and water (15/85 by volume) (300 cc), 2-acetylamino-2-cyano-bicyclo[2.2.1]heptane (7.14 g) is obtained in the form of fine white crystals which melt at 164° C.

Workup

  1. customafter recrystallization
  2. additionfrom a mixture of ethanol and water (15/85 by volume) (300 cc)

Sources & evidence

ORD record
ord-0806630b072544a5a6edf326582f1f37
Source dataset
uspto-grants-1993_07
Patent number
US05225207

Reaction notes

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