Acetic Anhydride → Aceclidine

HRID 1973356Notes

Reaction equation

[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[CH2:3][CH:2]2O.[C:10]([O:13]C(=O)C)(=[O:12])[CH3:11]>>[C:10]([O:13][CH:3]1[CH:4]2[CH2:7][CH2:8][N:1]([CH2:6][CH2:5]2)[CH2:2]1)(=[O:12])[CH3:11]

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 14389216HCID 14389216, compound

Product 1

HCID 1979Aceclidine

Procedure

The thus obtained (+) quinuclidinol was esterified with acetic anhydride to yield in a quantitative manner the desired novel (+) 3-acetoxy quinuclidine. The hydrochloride was obtained from a solution of hydrogen chloride in anhydrous ether, M.P. = 175° C.

Sources & evidence

ORD record: ord-20480790eb40449ebe2f0f529fbf68f1
Source dataset: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03997543

Reaction notes

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