Hydroxylamine → HCID 86607607, compound

HRID 2357550Notes

Reaction equation

HRID 2357550 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[C:4]([F:10])[C:3]=1[I:11].[NH2:12][OH:13]>C(O)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[N:12][OH:13])=[C:4]([F:10])[C:3]=1[I:11]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 77230176HCID 77230176, compound

Product 1

HCID 86607607HCID 86607607, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-chloro-2-fluoro-3-iodobenzaldehyde (4.60 g, 16 mmol) in ethanol (25 mL) at RT was treated with hydroxylamine (4.5 mL, 162 mmol) and the reaction was to stir for 12 h. The volatiles were removed and the residue was treated with water (25 mL), and extracted with ethyl acetate (3×25 mL). The combined ethyl acetate layers were dried over magnesium sulfate and concentrated to provide an off white solid 4-chloro-2-fluoro-3-iodobenzaldehyde oxime. MS (ESI, pos.ion) m/z: 299.9 (M+1)

Workup

  1. customThe volatiles were removed
  2. additionthe residue was treated with water (25 mL)
  3. extractionextracted with ethyl acetate (3×25 mL)
  4. dry with materialThe combined ethyl acetate layers were dried over magnesium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-3239766284744a809d477a5bc408823d
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

Loading…