Hydroxyamine hydrochloride → HCID 72327488, compound

HRID 2381230Notes

Reaction equation

HRID 2381230 reaction equation
[CH2:1]([O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][C:12]([CH:13]=O)=[C:11]([I:19])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:21][OH:22].C([O-])(=O)C.[Na+]>C(O)C>[CH2:1]([O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][C:12]([CH:13]=[N:21][OH:22])=[C:11]([I:19])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 127730874-Benzyloxy-2-iodo-5-methoxybenzaldehyde

Product 1

HCID 72327488HCID 72327488, compoundYield 100.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 4-benzyloxy-2-iodo-5-methoxybenzaldehyde (reference example 1-1) (12.2 g), hydroxylamine hydrochloride (2.54 g), sodium acetate (6 g) and ethanol (170 mL) was stirred at 70° C. for 1.5 hours. The mixture was concentrated under reduced pressure. Water was added to the residue, and the mixture was stirred at room temperature for 30 minutes. The solid was collected by filtration to give the title compound (12.8 g).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionWater was added to the residue
  3. stirringthe mixture was stirred at room temperature for 30 minutes
  4. filtrationThe solid was collected by filtration

Sources & evidence

ORD record
ord-4a6b0e73ca764d3084bb456a139caf2f
Source dataset
uspto-grants-2012_09
Patent number
US08258162B2

Reaction notes

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