Hydroxyamine hydrochloride → HCID 87944944, compound

HRID 1426347Notes

Reaction equation

HRID 1426347 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:19]=[C:20]([CH:22]=O)[CH:21]=1)[O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1.Cl.[NH2:25][OH:26].C([O-])(=O)C.[Na+]>C(O)C.O>[Br:1][C:2]1[CH:3]=[C:4]([CH:19]=[C:20](/[CH:22]=[N:25]/[OH:26])[CH:21]=1)[O:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:8][CH2:7]1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86666506HCID 86666506, compound

Product 1

HCID 87944944HCID 87944944, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To the solution of tert-butyl 4-(3-bromo-5-formylphenoxy)piperidine-1-carboxylate (205 mg, 0.533 mmol) in ethanol (1.9 mL) and water (0.6 mL), hydroxylamine hydrochloride (40.8 mg, 0.587 mmol) and sodium acetate (61.3 mg, 0.747 mmol) were added sequentially, then the resulting solution was refluxed for 1 hour. The most organic solvent was removed in vacuo and the solution was diluted with water. The resultant precipitate was collected and dried under vacuum to give the desired product as white solid. LCMS (M+H)+: 399.1, 401.1.

Workup

  1. temperaturethe resulting solution was refluxed for 1 hour
  2. customThe most organic solvent was removed in vacuo
  3. additionthe solution was diluted with water
  4. customThe resultant precipitate was collected
  5. customdried under vacuum

Sources & evidence

ORD record
ord-cd5cb49c7aa04fd7a689fe4a0cf4a153
Source dataset
uspto-grants-2015_01
Patent number
US08933085B2

Reaction notes

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