Hydroxyamine hydrochloride → HCID 89704741, compound

HRID 1051943Notes

Reaction equation

HRID 1051943 reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=1[CH:16]=O)(=[O:3])[CH3:2].CC([O-])=O.[Na+].Cl.[NH2:24][OH:25]>CN(C=O)C>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:9]=1[CH:16]=[N:24][OH:25])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 89704896HCID 89704896, compound

Product 1

HCID 89704741HCID 89704741, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A soln. of 2-(3,5-dichloro-2-formylphenoxy)ethyl acetate (1.48 mmol) in 2.5 mL DMF was cooled to 0° C. and NaOAc (1.62 mmol) followed by hydroxylamine HCl (1.62 mmol) were added. The ice bath was removed and the reaction mixture was stirred at RT for 1.5 h. The mixture was diluted with EtOAc and washed once with water and brine. The comb. org. layers were dried over MgSO4 and conc. in vacuo. Purification with CC using Hept and EtOAc gives the desired compound as white solid.

Workup

  1. additionwere added
  2. customThe ice bath was removed
  3. additionThe mixture was diluted with EtOAc
  4. washwashed once with water and brine
  5. dry with materiallayers were dried over MgSO4 and conc. in vacuo
  6. customPurification with CC

Sources & evidence

ORD record
ord-cbd3a3cc239c446a9ed7b5df22d3df0e
Source dataset
uspto-grants-2016_07
Patent number
US09388197B2

Reaction notes

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