Sodium Acetate → HCID 68554691, compound

HRID 1951990Notes

Reaction equation

HRID 1951990 reaction equation
Cl[CH2:2][C@H:3]1[O:8][C:7]([CH3:10])([CH3:9])[O:6][C@@H:5]([CH2:11][C:12]([N:14]([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16])=[O:13])[CH2:4]1.[C:21]([O-:24])(=[O:23])[CH3:22].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:21]([O:24][CH2:2][C@@H:3]1[CH2:4][C@H:5]([CH2:11][C:12](=[O:13])[N:14]([CH:18]([CH3:20])[CH3:19])[CH:15]([CH3:17])[CH3:16])[O:6][C:7]([CH3:10])([CH3:9])[O:8]1)(=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 68552740HCID 68552740, compound

Product 1

HCID 68554691HCID 68554691, compound

Reagents, catalysts & solvents 1

HCID 74236Tetrabutylammonium BromideCatalyst

Procedure

Heated the reaction mixture of 250 grams of 2-((4R,6S)-6-(chloromethyl)-2,2-dimethyl-1,3-dioxan-4-yl)-N,N-diisopropylacetamide, 225 grams of sodium acetate and 290 grams of tetra butyl ammonium bromide to 110-115° C. Stirred the reaction for 12 hours at 110-115° C. Diluted the reaction mixture with petroleum ether and filtered the byproduct. Organic layer washed with water. Distilled the solvent completely under reduced pressure. Isolated the material in petroleum ether. Dried the material at 40-45° C. to get the title compound.

Workup

  1. temperatureHeated
  2. customthe reaction for 12 hours at 110-115° C
  3. filtrationfiltered the byproduct
  4. washOrganic layer washed with water
  5. distillationDistilled the solvent completely under reduced pressure
  6. customIsolated the material in petroleum ether
  7. customDried the material at 40-45° C.

Sources & evidence

ORD record
ord-e71fb3c28e4a4b02a86a194e8aebdf61
Source dataset
uspto-grants-2013_03
Patent number
US08404841B2

Reaction notes

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