HCID 15254181, compound → HCID 20356912, compound

HRID 2083579Notes

Reaction equation

HRID 2083579 reaction equation
[C:1]1([C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C:9](Cl)=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:24][CH:25]1[CH2:30][CH:29]2[CH2:31][CH2:32][CH:26]1[CH2:27][NH:28]2>>[C:1]1([C:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][C:9]([N:28]2[CH2:27][CH:26]3[CH2:32][CH2:31][CH:29]2[CH2:30][CH:25]3[OH:24])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 15254181HCID 15254181, compoundHCID 20356910HCID 20356910, compound

Product 1

HCID 20356912HCID 20356912, compound

Procedure

Following the procedures set out in Example 1, 1 part of 3,3,3-triphenylpropionyl chloride and 2 parts of 5-hydroxy-2-azabicyclo[2.2.2]octane are reacted to provide 2-(3,3,3-triphenylpropionyl)-5-hydroxy-2-azabicyclo[2.2.2]octane. 0.23 Parts of this material is reacted with 0.05 parts of lithium aluminum hydride in 3.0 parts by volume of ethyl ether to provide 2-(3,3,3-triphenylpropyl)-5-hydroxy-2-azabicyclo[2. 2. 2]octane. This compound, isolated as the hydrochloride salt, has the following structural formula. ##STR42## Administration of this material inhibits diarrhea in animals in need of antidiarrheal treatment.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-37d176c96474486fa30997ae05fbdf1e
Source dataset
uspto-grants-1978_04
Patent number
US04086227

Reaction notes

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