Aluminium lithium hydride → [2-(3,4-Dichlorophenyl)pyridin-4-yl]methanol

HRID 433599Notes

Reaction equation

HRID 433599 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][N:7]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[C:12]([Cl:17])[CH:11]=2)[CH:5]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[Cl:17][C:12]1[CH:11]=[C:10]([C:6]2[CH:5]=[C:4]([CH2:3][OH:2])[CH:9]=[CH:8][N:7]=2)[CH:15]=[CH:14][C:13]=1[Cl:16]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 690406242-(3,4-Dichloro-phenyl)-isonicotinic acid methyl ester

Product 1

HCID 23445072[2-(3,4-Dichlorophenyl)pyridin-4-yl]methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound, MS: m/e=252.0 ([M-H]−) was obtained as a light yellow solid (53% yield) by the reaction of 2-(3,4-dichloro-phenyl)-isonicotinic acid methyl ester with lithium aluminum hydride in THF at 20° C. for 1 h followed by chromatography [silica, elution with CH2Cl2/(2M NH3 MeOH)=19:1]

Sources & evidence

ORD record
ord-97bdc6932a3f43d48885b002afb6b315
Source dataset
uspto-grants-2003_12
Patent number
US06667335B2

Reaction notes

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