Hydroxyamine hydrochloride → HCID 87541309, compound

HRID 1172818Notes

Reaction equation

HRID 1172818 reaction equation
[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([C:13]([C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=3[F:23])=O)=[C:9]([CH2:24][CH2:25][CH3:26])[CH:8]=2)=[CH:4][CH:3]=1.Cl.[NH2:30][OH:31].C([O-])(=O)C.[Na+]>C(O)C>[Cl:1][C:2]1[CH:28]=[CH:27][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10](/[C:13](/[C:15]3[CH:20]=[C:19]([O:21][CH3:22])[CH:18]=[CH:17][C:16]=3[F:23])=[N:30]/[OH:31])=[C:9]([CH2:24][CH2:25][CH3:26])[CH:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 68690131HCID 68690131, compound

Product 1

HCID 87541309HCID 87541309, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of the product from Step 3 (1.6 g, 4.0 mmol), hydroxylamine hydrochloride (2.8 g, 40 mmol) and sodium acetate (3.3 g, 40 mmol) in ethanol (40 mL) was stirred in a sealed tube at 60° C. for 48 h. The precipitate was filtered off and the filtrate was concentrated. The residue was purified by chromatography on silica gel to give the oxime product.

Workup

  1. filtrationThe precipitate was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-0903c73215404d399922f9949c0748dc
Source dataset
uspto-grants-2010_11
Patent number
US07834036B2

Reaction notes

Loading…