Methanol → HCID 20479068, compound
Reaction equation
[ClH:1].[F:2][CH:3]([CH:7]([NH2:10])[CH2:8][F:9])[C:4](O)=[O:5].B#B.CO>O1CCCC1>[ClH:1].[F:9][CH2:8][CH:7]([NH2:10])[CH:3]([F:2])[CH2:4][OH:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a suspension of 2,4-difluoro-3-aminobutanoic acid hydrochloride (2 g, 11.4 mmol) in anhydrous tetrahydrofuran (THF) (60 mL) at 0° C. is added a solution of 1 M diborane in THF (57 mL, 57 mmol). The reaction mixture is slowly allowed to warm up to room temperature and, after stirring for 12 hours, methanol (60 mL) is added. The solvent is evaporated in vacuo, the residue dissolved in 1 N hydrochloric acid (40 mL), and the aqueous layer extracted twice with ether. The aqueous phase is concentrated in vacuo and the residue washed several times with THF to afford 1,3-difluoro-4-hydroxy-2-aminobutane hydrochloride (1.8 g).
Workup
- customThe solvent is evaporated in vacuo
- dissolutionthe residue dissolved in 1 N hydrochloric acid (40 mL)
- extractionthe aqueous layer extracted twice with ether
- concentrationThe aqueous phase is concentrated in vacuo
- washthe residue washed several times with THF
Sources & evidence
- ORD record
- ord-0836091fe7d542cfad10fbdd67e12efa
- Source dataset
- uspto-grants-1983_11
- Patent number
- US04418077
Reaction notes
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