Hydroxyamine hydrochloride → HCID 72828714, compound

HRID 1721100Notes

Reaction equation

HRID 1721100 reaction equation
Cl.[NH2:2][OH:3].[C:4]([O:8][C:9]([N:11]1[CH2:17][C:16](=O)[C:13]2([CH2:15][CH2:14]2)[CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]>C(N(CC)CC)C>[C:4]([O:8][C:9]([N:11]1[CH2:17][C:16](=[N:2][OH:3])[C:13]2([CH2:15][CH2:14]2)[CH2:12]1)=[O:10])([CH3:7])([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 11183436Tert-Butyl 7-Oxo-5-Azaspiro[2.4]Heptane-5-Carboxylate

Product 1

HCID 72828714HCID 72828714, compoundYield 91.4%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

1.25 g of hydroxylamine hydrochloride and 1.8 g of triethylamine were added to a solution of 1.9 g of compound 66. The mixture was stirred at room temperature for 1 day. The solvent was removed under reduced pressure and 10% citric acid aqueous solution was added to the residue. The mixture was extracted with chloroform and the extract was washed with water. The extract was dried and the solvent was removed under reduced pressure to yield 1.86 g of title compound 67.

Workup

  1. customThe solvent was removed under reduced pressure and 10% citric acid aqueous solution
  2. additionwas added to the residue
  3. extractionThe mixture was extracted with chloroform
  4. washthe extract was washed with water
  5. customThe extract was dried
  6. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-c7519614ca924350bdba1e56b5826b59
Source dataset
uspto-grants-1996_04
Patent number
US05508428

Reaction notes

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