Sodium Bicarbonate → HCID 54532474, compound

HRID 1733754Notes

Reaction equation

HRID 1733754 reaction equation
C(=O)(O)[O-].[Na+].[CH3:6][C:7]1([CH3:17])[C@@H:9]([CH2:10][C:11](=O)[CH3:12])[C@H:8]1[C:14]([OH:16])=[O:15].Cl.[CH:19]([O:22][NH2:23])([CH3:21])[CH3:20]>O>[CH3:6][C:7]1([CH3:17])[C@@H:9]([CH2:10][C:11](=[N:23][O:22][CH:19]([CH3:21])[CH3:20])[CH3:12])[C@H:8]1[C:14]([OH:16])=[O:15]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 10899111(1R,3S)-2,2-Dimethyl-3-(2-oxopropyl)cyclopropanecarboxylic acidHCID 12696235O-(propan-2-yl)hydroxylamine hydrochloride

Product 1

HCID 54532474HCID 54532474, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 1.85 g of sodium bicarbonate in 50 ml of water, were added 1.70 g of (1R,cis)-2,2-dimethyl-3-(2-oxopropyl)cyclopropanecarboxylic acid and 1.15 g of isopropoxyamine hydrochloride at room temperature. The reaction mixture was stirred at room temperature for 4.5 hours and filtered through celite. The filtrate was acidified with concentrated hydrochloric acid to a pH of 2, and extracted with methylene chloride. The organic extract was washed with a sodium chloride solution, dried over magnesium sulfate, stripped and concentrated under high vacuum to give the desired product as a slightly amber oil.

Workup

  1. filtrationfiltered through celite
  2. extractionextracted with methylene chloride
  3. extractionThe organic extract
  4. washwas washed with a sodium chloride solution
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under high vacuum

Sources & evidence

ORD record
ord-f439ade7256549fca22299a277c66e5b
Source dataset
uspto-grants-1980_12
Patent number
US04242521

Reaction notes

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