Hydroxylamine → Methyl-6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate

HRID 253692Notes

Reaction equation

HRID 253692 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([CH:11]=O)[C:5]=1[F:13].[NH2:15][OH:16]>C(O)C>[CH3:1][O:2][C:3](=[O:14])[C:4]1[C:9]([Cl:10])=[CH:8][CH:7]=[C:6]([CH:11]=[N:15][OH:16])[C:5]=1[F:13]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 59805812Methyl 6-chloro-2-fluoro-3-formylbenzoate

Product 1

HCID 72566917Methyl-6-chloro-2-fluoro-3-((hydroxyimino)methyl)benzoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of methyl-6-chloro-2-fluoro-3-formylbenzoate (930 mg, 4294 μmol) in ethanol (14.5 ml) at RT was added hydroxylamine (50 wt. % aqueous solution) (1316 μl, 21469 μmol) and the solution was stirred for 16 hrs. The volatiles were removed under reduced pressure, and the residue was diluted with water, which caused a solid to precipitate. The solid was collected by filtration and washed with water and dried in vacuo to give an off-white solid.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. additionthe residue was diluted with water, which
  3. customto precipitate
  4. filtrationThe solid was collected by filtration
  5. washwashed with water
  6. customdried in vacuo
  7. customto give an off-white solid

Sources & evidence

ORD record
ord-3e359fae560d49e28bee47f68e055a5e
Source dataset
uspto-grants-2011_01
Patent number
US07872128B2

Reaction notes

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