Hydrochloric Acid → 4-(3-(2,6-Dimethylbenzyloxy)phenyl)-4-oxobutanecarbohydroxamic acid

HRID 895749Notes

Reaction equation

HRID 895749 reaction equation
Cl.[NH2:2][OH:3].[OH-].[K+].[CH3:6][C:7]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:8]=1[CH2:9][O:10][C:11]1[CH:12]=[C:13]([C:17](=[O:25])[CH2:18][CH2:19][C:20](OCC)=O)[CH:14]=[CH:15][CH:16]=1.Cl.[CH2:32]([OH:34])C>O>[CH3:30][C:26]1[CH:27]=[CH:28][CH:29]=[C:7]([CH3:6])[C:8]=1[CH2:9][O:10][C:11]1[CH:12]=[C:13]([C:17](=[O:25])[CH2:18][CH2:19][CH2:20][C:32]([NH:2][OH:3])=[O:34])[CH:14]=[CH:15][CH:16]=1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 14797Potassium Hydroxide2×HCID 443297Hydroxyamine hydrochlorideHCID 21964476Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxobutyrate

Product 1

HCID 219644814-(3-(2,6-Dimethylbenzyloxy)phenyl)-4-oxobutanecarbohydroxamic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a hydroxylamine hydrochloride solution in dry ethanol, add a solution of potassium hydroxide in dry ethanol at 35° C. Cool the mix and add Ethyl 4-(3-(2,6-dimethylbenzyloxy)phenyl)-4-oxobutyrate (Step C), and powdered potassium hydroxide. After few hours, reaction mixture can be diluted with water and neutralize with hydrochloric acid, filter and recrystallize to give title compound.

Workup

  1. temperatureCool the
  2. additionmix
  3. waitAfter few hours
  4. customreaction mixture
  5. filtrationfilter
  6. customrecrystallize

Sources & evidence

ORD record
ord-da9fc1e4424e4e1d897b7626a9f2a4da
Source dataset
uspto-grants-2005_07
Patent number
US06916848B2

Reaction notes

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