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

HRID 1824847Notes

Reaction equation

HRID 1824847 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-027362267b8045bdbb2a25763334e61c
Source dataset
uspto-grants-2006_05
Patent number
US07045541B2

Reaction notes

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