Hydrochloric Acid → HCID 13282974, compound

HRID 746028Notes

Reaction equation

HRID 746028 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2([CH3:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[N:4][C:3]=1[CH2:14][C:15]([O:17]C)=[O:16].[OH-].[Na+].Cl>C(O)C.O>[NH:4]1[CH2:3][CH2:2][O:6][CH2:5][CH2:7]1.[CH3:1][C:2]1[O:6][C:5]([C:7]2([CH3:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[N:4][C:3]=1[CH2:14][C:15]([OH:17])=[O:16]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13282957HCID 13282957, compound

Product 1

HCID 13282974HCID 13282974, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a solution of methyl 5-methyl-2-(1-methylcyclohexyl)-4-oxazoleacetate (64.3 g) in ethanol (100 ml) was added 2N sodium hydroxide (170 ml). The mixture was stirred at room temperature for 30 minutes, diluted with water, adjusted to pH 2 with hydrochloric acid and extracted with ethyl ether. The ethyl ether layer was washed with water and dried over anhydrous magnesium sulfate. The magnesium sulfate was filtered off and morpholine (23 ml) was added. The resulting crystalline precipitate was collected by filtration to give 5-methyl-2-(1-methylcyclohexyl)-4-oxazoleacetic acid morpholine salt, yield 75.0 g. Recrystallization from acetone gave colorless needles melting at 109°-110° C. Yield 66.0 g.

Workup

  1. extractionextracted with ethyl ether
  2. washThe ethyl ether layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationThe magnesium sulfate was filtered off
  5. additionmorpholine (23 ml) was added
  6. filtrationThe resulting crystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-0a378c925e2e4299838e266084151463
Source dataset
uspto-grants-1986_07
Patent number
US04602027

Reaction notes

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