Diethyl Ether → HCID 86688920, compound

HRID 404661Notes

Reaction equation

HRID 404661 reaction equation
[Cl:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:4].[N:11]1([CH:18]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:19]([O:21][C@@H:22]2[CH:27]3[CH2:28][CH2:29][N:24]([CH2:25][CH2:26]3)[CH2:23]2)=[O:20])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.CCOCC>C(OCC)(=O)C>[Cl-:1].[N:11]1([CH:18]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[C:19]([O:21][C@@H:22]2[CH:27]3[CH2:28][CH2:29][N+:24]([CH2:2][C:3](=[O:4])[C:5]4[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=4)([CH2:25][CH2:26]3)[CH2:23]2)=[O:20])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 107572-ChloroacetophenoneHCID 86688919HCID 86688919, compound

Product 1

HCID 86688920HCID 86688920, compoundYield 66.4%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-Chloro-1-phenylethanone (46.9 mg, 0.30 mmol) was added to a solution of (R)-quinuclidin-3-yl 2-(azepan-1-yl)-2-phenylacetate (104 mg, 0.30 mmol) in ethyl acetate (3 ml). The reaction was stirred at room temperature overnight then Et2O (2 mL) was added, the suspension was sonicated, filtered and dried under vacuum at 40° C. overnight to obtain the title compound (99 mg, 65.6% yield) as a white solid.

Workup

  1. customthe suspension was sonicated
  2. filtrationfiltered
  3. customdried under vacuum at 40° C. overnight

Sources & evidence

ORD record
ord-f7ee6b6b642049deafed4fe1734baf1b
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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