Acetone → HCID 67213594, compound

HRID 895509Notes

Reaction equation

HRID 895509 reaction equation
[CH2:1]([N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:9](=[O:11])[O-:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[I:19].[CH3:20][C:21]([CH3:23])=O>>[I-:19].[CH2:1]([N:8]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:9]([O:10][C@@H:21]1[CH:23]2[CH2:13][CH2:12][N+:8]([CH3:9])([CH2:1][CH2:2]2)[CH2:20]1)=[O:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 180AcetoneHCID 6328Methyl iodideHCID 131725029HCID 131725029, compound

Product 1

HCID 67213594HCID 67213594, compound

Procedure

A solution of 300 mg (0.89 mmol) of N-benzyl-N-phenylcarbamate of (R)-3-quinuclidyl (Example 2) and 60 μL of methyl iodide (0.98 mmol) in 9 mL of acetone was refluxed for 2 h. The reaction crude was allowed to cool down at room temperature and the solvent was distilled off under reduced pressure. The obtained solid was broken off with diethyl ether and dried at vacuum at 40° C. to give 480 mg (0.89 mmol) of a hygroscopic white solid corresponding to the title compound. IR (film, cm−1): 1690.

Workup

  1. customThe reaction crude
  2. distillationthe solvent was distilled off under reduced pressure
  3. customdried at vacuum at 40° C.

Sources & evidence

ORD record
ord-def09ae47d5b41a4b750b82de5eedee3
Source dataset
uspto-grants-2005_07
Patent number
US06916828B2

Reaction notes

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