HCID 67865980, compound → HCID 131716025, compound

HRID 1722264Notes

Reaction equation

HRID 1722264 reaction equation
[CH:1]1([CH2:7][C@H:8]2[CH:12]([CH2:13][C:14]3[N:15]([CH3:19])[CH:16]=[CH:17][N:18]=3)[O:11]C(=O)[NH:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>[Li+].[OH-].CO.O.O>[CH:1]1([CH2:7][C@H:8]([NH2:9])[CH:12]([OH:11])[CH2:13][C:14]2[N:15]([CH3:19])[CH:16]=[CH:17][N:18]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 1

HCID 67865980HCID 67865980, compound

Product 1

HCID 131716025HCID 131716025, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 3939Lithium HydroxideSolventHCID 22242641Methanol--water (1/1)Solvent

Procedure

790 mg of 4(S)-cyclohexylmethyl-5(R,S)-(1-methylimidazol-2-yl-methyl)-1,3-oxazolidin-2-one are dissolved in 33 ml of 2N LiOH in MeOH/H2O 1:1; and the solution is heated under reflux for 3 h, then diluted with 150 ml of water and extracted 3 times with 50 ml of CH2Cl2. Drying with Na2SO4 and concentration in vacuo results in the title compound as colorless oil which is used further without purification.

Workup

  1. temperatureand the solution is heated
  2. temperatureunder reflux for 3 h
  3. extractionextracted 3 times with 50 ml of CH2Cl2
  4. dry with materialDrying with Na2SO4 and concentration in vacuo

Sources & evidence

ORD record
ord-9780eb2ce3184de08d026c95c15fe277
Source dataset
uspto-grants-1989_08
Patent number
US04855286

Reaction notes

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