Sodium Hydroxide → HCID 136591453, compound

HRID 869384Notes

Reaction equation

HRID 869384 reaction equation
[Cl:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([OH:11])[C:3]=1[CH:4]=O.Cl.[NH2:13][OH:14].[OH-].[Na+]>CCO.O>[Cl:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([OH:11])[C:3]=1/[CH:4]=[N:13]/[OH:14]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 44452192HCID 44452192, compound

Product 1

HCID 136591453HCID 136591453, compoundYield 125.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 7A (25.0 g, 144.87 mmol), hydroxylamine hydrochloride (12.08 g, 173.84 mmol, 1.2 eq) and NaOH (8.69 g, 217.3 mmol, 1.5 eq) in EtOH (200 mL) and H2O (100 mL) was stirred at room temperature overnight. TLC monitored the reaction. After the reaction completed, the mixture was extracted with ethyl acetate and concentrated to give a yellow solid 7B (34.2 g, 100% yield).

Workup

  1. customthe reaction
  2. extractionthe mixture was extracted with ethyl acetate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9f10caa015014d4fa7caa7854855ffa8
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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