HCID 20356907, compound → HCID 20356904, compound

HRID 2083578Notes

Reaction equation

HRID 2083578 reaction equation
[C:1]1([C:7]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)[CH2:8][C:9]([N:11]2[CH2:16][CH:15]3[CH2:17][CH2:18][CH:12]2[CH2:13][CH2:14]3)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[C:24]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)[CH2:8][CH2:9][N:11]2[CH2:16][CH:15]3[CH2:17][CH2:18][CH:12]2[CH2:13][CH2:14]3)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 20356907HCID 20356907, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 20356904HCID 20356904, compound

Procedure

1 Part of 3,3-(diphenyl)-3-(2-thienyl)propionyl chloride (Martenson and Nilson Acta Chem. Scand. 19 711, (1965) is reacted with 20 parts of 2-azabicyclo[2.2.2]octane in 50 parts of benzene. The precipitated amide is filtered and the benzene solution washed with water, dried with magnesium sulfate, and the benzene evaporated. The remaining oil is crystallized to provide 2-[3,3-diphenyl-3-(2-thienyl)propionyl]2-azabicyclo[2.2.2]octane. This amide is reduced with lithium aluminum hydride as described in Example 1 to provide 2-[3,3-diphenyl-3-(2-thienyl)propyl]2-azabicyclo[2.2.2]octane. This compound has the following structural formula ##STR34##

Sources & evidence

ORD record
ord-a0cc4b7b17ea43538683d4b0024f16af
Source dataset
uspto-grants-1978_04
Patent number
US04086227

Reaction notes

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