Sodium Hydroxide → HCID 12634259, compound

HRID 1112718Notes

Reaction equation

HRID 1112718 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[C:15]([NH:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])(=O)[C:16]([CH3:19])([CH3:18])[CH3:17].[OH-].[Na+]>C(Cl)(Cl)Cl>[CH3:17][C:16]([C:15]1[O:24][C:23]([O:25][CH2:26][CH3:27])=[CH:22][N:21]=1)([CH3:19])[CH3:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 14812Phosphorus oxide (P4O10)HCID 3622015HCID 3622015, compound

Product 1

HCID 12634259HCID 12634259, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a vigorously-stirred slurry of phosphorus pentoxide (163.8 g., 1.15 mole) in chloroform (600 ml.) maintained under a nitrogen atmosphere is added slowly a solution of ethyl N-pivaloylglycinate (107.8 g., 0.576 mole) in chloroform (350 ml.). Upon completing the addition, the reaction mixture is stirred and heated at reflux under a nitrogen atmosphere for 14 hours. The cooled reaction mixture is treated with 20% sodium hydroxide (800 ml.), vigorously stirred for 1/2 hour and allowed to separate into two phases. After discarding the aqueous phase, the organic phase is washed with water and saturated brine, dried over sodium sulfate and filtered. Distillation of the filtrate provides 2-(1,1-dimethylethyl)-5-ethoxyoxazole as a pale yellow liquid (64 g., 66%), b.p. 58°-64° C./0.7 mm.

Workup

  1. additionthe addition
  2. temperatureheated
  3. temperatureat reflux under a nitrogen atmosphere for 14 hours
  4. customThe cooled reaction mixture
  5. stirringvigorously stirred for 1/2 hour
  6. customto separate into two phases
  7. washthe organic phase is washed with water and saturated brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. distillationDistillation of the filtrate

Sources & evidence

ORD record
ord-6874b87b4c1e465aa354ef167fc98571
Source dataset
uspto-grants-1978_10
Patent number
US04123537

Reaction notes

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