Sodium hydride → (+/-)-alpha-(4-Phenylphenylthiomethyl)-3-pyridinepropanol

HRID 1600888Notes

Reaction equation

HRID 1600888 reaction equation
[C:1]1([C:7]2[CH:12]=[CH:11][C:10]([SH:13])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[O:16]1[CH2:18][CH:17]1[CH2:19][CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1>CN(C)C=O>[C:1]1([C:7]2[CH:8]=[CH:9][C:10]([S:13][CH2:18][CH:17]([OH:16])[CH2:19][CH2:20][C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)=[CH:11][CH:12]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 27604144-Phenylbenzene-1-thiolHCID 10877288HCID 10877288, compound

Product 1

HCID 21830749(+/-)-alpha-(4-Phenylphenylthiomethyl)-3-pyridinepropanolYield 29.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared according to the method described in Example 1 from 4-phenylthiophenol (0.186 g), sodium hydride (0.044 g) and (±)-3-(2-oxiranylethyl)pyridine (0.150 g) in dimethylformamide (3 ml) at room temperature to give the title compound as a solid (0.100 g).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8b57fc36fb654ba5aa66406c90472b94
Source dataset
uspto-grants-1999_11
Patent number
US05977105

Reaction notes

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