Hydrochloric Acid → HCID 15219197, compound

HRID 889240Notes

Reaction equation

HRID 889240 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[N+:16]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[Sn]Cl.Cl>CCO>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:10]=1[NH2:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24479Stannous ChlorideHCID 578349821-(Benzyloxy)-3-fluoro-2-nitrobenzene

Product 1

HCID 15219197HCID 15219197, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-benzyloxy-3-fluoro-2-nitrobenzene (1.32 g, 5.34 mmol), SnCl2 (4.96 g, 26.2 mmol), and 1N HCl (5.5 mL, 5.5 mmol) in EtOH (25 mL) is refluxed for 18 h. The mixture is concentrated and stirred with EtOAc and 1N NaOH solution. Solid NaOH is added until strongly basic. The precipitate is removed by filtration, and the organic phase is separated. It is then dried and concentrated. The residue is purified to give the title compound: MS (M+H)+=218.

Workup

  1. temperatureis refluxed for 18 h
  2. concentrationThe mixture is concentrated
  3. additionSolid NaOH is added until strongly basic
  4. customThe precipitate is removed by filtration
  5. customthe organic phase is separated
  6. customIt is then dried
  7. concentrationconcentrated
  8. customThe residue is purified

Sources & evidence

ORD record
ord-c9200f16d57a49a9be17e27aa34bd76d
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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