Ethanol → HCID 136393717, compound

HRID 247743Notes

Reaction equation

HRID 247743 reaction equation
[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([C:11](=O)[CH2:12][CH3:13])[CH:6]=[C:7]([I:10])[C:8]=1[OH:9].Cl.[NH2:16][OH:17].[OH-].[Na+].C(O)C>O>[OH2:9].[NH2:1][CH2:2][C:3]1[CH:4]=[C:5]([C:11](=[N:16][OH:17])[CH2:12][CH3:13])[CH:6]=[C:7]([I:10])[C:8]=1[OH:9]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 14014487HCID 14014487, compound

Product 1

HCID 136393717HCID 136393717, compoundYield 180.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.0 g of 3'-aminomethyl-4'-hydroxy-5'-iodopropiophenone and 1.2 g of hydroxylamine hydrochloride is added to 10 ml of 4N sodium hydroxide solution and 3.5 ml of ethanol, and then the mixture is refluxed with heating for 45 minutes. After cooling to room temperature, 15 ml of water is added to the reaction mixture. After filtration of the mixture, the filtrate is stirred under ice cooling and adjusted to pH 7.5 with concentrated hydrochloric acid. The white fine powder precipitated is collected by filtration, washed with cold water and dried to give 2.0 g of 3'-aminomethyl -4'-hydroxy-5'-iodopropiophenone oxime monohydrate, melting at 167°-168° C. with decomposition.

Workup

  1. temperaturethe mixture is refluxed
  2. temperaturewith heating for 45 minutes
  3. filtrationAfter filtration of the mixture
  4. customThe white fine powder precipitated
  5. filtrationis collected by filtration
  6. washwashed with cold water
  7. customdried

Sources & evidence

ORD record
ord-88348e93ba8f4c56b14983e9ee4ddf98
Source dataset
uspto-grants-1987_11
Patent number
US04709095

Reaction notes

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