HCID 70816985, compound → HCID 86672154, compound

HRID 1842941Notes

Reaction equation

HRID 1842941 reaction equation
[F:1][C:2]1[CH:12]=[C:11]([N+:13]([O-])=O)[CH:10]=[CH:9][C:3]=1[CH2:4][O:5][CH2:6][CH2:7][OH:8]>C1COCC1>[NH2:13][C:11]1[CH:10]=[CH:9][C:3]([CH2:4][O:5][CH2:6][CH2:7][OH:8])=[C:2]([F:1])[CH:12]=1

Participants

3

Reactant 1

HCID 70816985HCID 70816985, compound

Product 1

HCID 86672154HCID 86672154, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred THF (50 mL) solution of 2-(2-fluoro-4-nitrobenzyloxy)ethanol (5.0 g, 1.0 eq) 10% Pd/C was added and reaction mixture stirred under H2 gas balloon at for 16 h. The reaction mixture was passed through celite pad and the solvent evaporated. The residue was purified by CC using PE/EtOAc (3:2) as eluent to get 2-(4-amino-2-fluorobenzyloxy)ethanol (3.0 g, 60%, solid; TLC system: EtOAc/PE (3:2), Rf: 0.3).

Workup

  1. customreaction mixture
  2. customthe solvent evaporated
  3. customThe residue was purified by CC

Sources & evidence

ORD record
ord-5d2a3d207bdb4267ade7d2b89e1cbe21
Source dataset
uspto-grants-2015_02
Patent number
US08946204B2

Reaction notes

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