Sodium Hydroxide → HCID 15342514, compound

HRID 2259650Notes

Reaction equation

HRID 2259650 reaction equation
C([O:9][CH2:10][C:11]1[S:12][C:13]2[CH:19]=[C:18]([N:20]3[CH2:24][CH:23]([CH2:25][O:26][CH3:27])[O:22][C:21]3=[O:28])[CH:17]=[CH:16][C:14]=2[N:15]=1)(=O)C1C=CC=CC=1.[OH-].[Na+]>CO.O1CCOCC1>[OH:9][CH2:10][C:11]1[S:12][C:13]2[CH:19]=[C:18]([N:20]3[CH2:24][CH:23]([CH2:25][O:26][CH3:27])[O:22][C:21]3=[O:28])[CH:17]=[CH:16][C:14]=2[N:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15342513HCID 15342513, compound

Product 1

HCID 15342514HCID 15342514, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 21966525Dioxane MethanolSolvent

Procedure

4.7 g of the 3-(2-benzoyloxymethylbenzothiazol-6-yl)-5-methoxymethyl-2-oxazolidinone obtained in the Example 1 was dissolved in methanol/dioxane (1:1) solvent. 7.5 ml of a 2N NaOH aqueous solution was added to the solution and the mixture was stirred for 2 h. Methanol was removed under reduced pressure and then water was added to the residue. After extraction with ethyl acetate followed by drying over sodium sulfate, the solution was concentrated under reduced pressure to give 3.25 g of the titled compound.

Workup

  1. customMethanol was removed under reduced pressure
  2. additionwater was added to the residue
  3. extractionAfter extraction with ethyl acetate
  4. dry with materialby drying over sodium sulfate
  5. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b4259450484a4bca8cb6577f6c132cbe
Source dataset
uspto-grants-1995_12
Patent number
US05475014

Reaction notes

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