Hydrochloric Acid → HCID 54775543, compound

HRID 1753107Notes

Reaction equation

HRID 1753107 reaction equation
[CH:1]1([C:4]2[O:8][C:7]([CH2:9][O:10][CH3:11])=[N:6][C:5]=2[CH2:12][C:13]([O:15]CC)=[O:14])[CH2:3][CH2:2]1.Cl>[OH-].[K+]>[CH:1]1([C:4]2[O:8][C:7]([CH2:9][O:10][CH3:11])=[N:6][C:5]=2[CH2:12][C:13]([OH:15])=[O:14])[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66523188HCID 66523188, compound

Product 1

HCID 54775543HCID 54775543, compound

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of ethyl [5-cyclopropyl-2-(methoxymethyl)-1,3-oxazol-4-yl]acetate (Preparation 120, 23.9 g, 0.1 mol) in 10% KOH (100 mL) was stirred at 75° C. for 18 hours. The reaction was cooled and acidified with 10% HCl to pH 3, and extracted with chloroform (3×100 mL). The organic extract was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in ether and crystallized in a refrigerator at −20° C. The precipitated crystals were separated by filtration, washed with cold ether, and vacuum-dried to give the title compound as a white crystalline substance in a form of light plates (16.9 g, 93.2%).

Workup

  1. temperatureThe reaction was cooled
  2. extractionextracted with chloroform (3×100 mL)
  3. extractionThe organic extract
  4. dry with materialwas dried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue was dissolved in ether
  7. customcrystallized in a refrigerator at −20° C
  8. customThe precipitated crystals were separated by filtration
  9. washwashed with cold ether
  10. customvacuum-dried

Sources & evidence

ORD record
ord-c499d6ae138445db94e5f20711962d90
Source dataset
uspto-grants-2015_10
Patent number
US09163021B2

Reaction notes

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