2-Chloroacetophenone → HCID 86688895, compound

HRID 404636Notes

Reaction equation

HRID 404636 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]3)[CH2:12]2)=[O:9])[CH2:3][CH2:2]1.[Cl:25][CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=[O:28]>C(OCC)(=O)C>[Cl-:25].[O:1]1[CH2:6][CH2:5][N:4]([CH:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]([O:10][C@@H:11]2[CH:16]3[CH2:15][CH2:14][N+:13]([CH2:26][C:27](=[O:28])[C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)([CH2:18][CH2:17]3)[CH2:12]2)=[O:9])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 107572-ChloroacetophenoneHCID 86688894HCID 86688894, compound

Product 1

HCID 86688895HCID 86688895, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

(R)-Quinuclidin-3-yl 2-morpholino-2-phenylacetate (43 mg, 0.13 mmol) was dissolved in ethyl acetate (1.3 ml) and 2-chloro-1-phenylethanone (22.1 mg, 0.14 mmol) was added. The solution was stirred at room temperature for two days. The solvent was evaporated and the residue was triturated with Et2O to obtain (3R)-3-(2-morpholino-2-phenylacetoxy)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane chloride (53 mg, 84% yield) as a pale yellow solid.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was triturated with Et2O

Sources & evidence

ORD record
ord-7e1b5980d4b848b2a74ff654ddc4981b
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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