Hydrochloric Acid → 3-Pyridazineethanol

HRID 1834261Notes

Reaction equation

HRID 1834261 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][C:8](O)=[O:9])[N:2]=1.Cl.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[OH:9][CH2:8][CH2:7][C:3]1[N:2]=[N:1][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 20557795HCID 20557795, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 146914683-Pyridazineethanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-Pyridazineacetic acid is esterified with anhydrous ethanolic hydrogen chloride and the resulting ethyl ester is reduced with lithium aluminum hydride in tetrahydrofuran to give 3-(2-hydroxyethyl)pyridazine. Treating this hydroxyethyl compound with thionyl chloride gives 3-(2-chloroethyl)pyridazine.

Sources & evidence

ORD record
ord-0dd359e8b51c4698917593411433f76b
Source dataset
uspto-grants-1978_01
Patent number
US04069327

Reaction notes

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