Sodium Carbonate → HCID 86644163, compound

HRID 534129Notes

Reaction equation

HRID 534129 reaction equation
[CH3:1][C:2]1([CH3:10])[O:6][C@@:5]([CH3:9])([CH:7]=O)[CH2:4][O:3]1.Cl.[NH2:12][OH:13].C([O-])([O-])=O.[Na+].[Na+]>O.CO>[CH3:1][C:2]1([CH3:10])[O:6][C@@:5]([CH3:9])([CH:7]=[N:12][OH:13])[CH2:4][O:3]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 11423659HCID 11423659, compound

Product 1

HCID 86644163HCID 86644163, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

(R)-2,2,4-Trimethyl-1,3-dioxolane-4-carbaldehyde (6.9 g, 48 mmol) was dissolved in 1:1 methanol water (100 mL), and hydroxylamine hydrochloride (3.3 g, 48 mmol) and Na2CO3 (2.5 g, 24 mmol) were added. The reaction was stirred at ambient temperature overnight. The methanol was removed in vacuo and the remaining material was extracted with CH2Cl2, dried over sodium sulfate, filtered and concentrated to afford (S)-2,2,4-trimethyl-1,3-dioxolane-4-carbaldehyde oxime (5.7 g, 36 mmol, 75% yield).

Workup

  1. additionwere added
  2. customThe methanol was removed in vacuo
  3. extractionthe remaining material was extracted with CH2Cl2
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-0ed1a3d360144438897d3e858e0fe82e
Source dataset
uspto-grants-2014_10
Patent number
US08853409B2

Reaction notes

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