Hydroxyamine hydrochloride → HCID 89573941, compound

HRID 1037068Notes

Reaction equation

HRID 1037068 reaction equation
[CH:1]([C:3]1[N:4]2[C:8]([C:9]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:11]=1)=[CH:7][CH:6]=[CH:5]2)=O.[NH2:16][OH:17].Cl.CC([O-])=O.[Na+]>C1COCC1.O>[OH:17]/[N:16]=[CH:1]/[C:3]1[N:4]2[C:8]([C:9]([C:12]([O:14][CH3:15])=[O:13])=[CH:10][CH:11]=1)=[CH:7][CH:6]=[CH:5]2

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 86685513Methyl 5-formylindolizine-8-carboxylate

Product 1

HCID 89573941HCID 89573941, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of methyl 5-formylindolizine-8-carboxylate (203 mg, 1.0 mmol) and NH2OH.HCl (105 mg, 1.5 mmol) in THF (30 mL) and H2O (8 mL) at rt was added NaOAc (164 mg, 2.0 mmol). The reaction mixture was stirred at rt for 2 h. The mixture was extracted with EA (2×40 mL). The organic layers was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was used in next step without further purification.

Workup

  1. extractionThe mixture was extracted with EA (2×40 mL)
  2. dry with materialThe organic layers was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was used in next step without further purification

Sources & evidence

ORD record
ord-8095406ef31b411c8de29b3c599cb6fe
Source dataset
uspto-grants-2013_10
Patent number
US08546357B2

Reaction notes

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