Hydrochloric Acid → HCID 19756187, compound

HRID 1451448Notes

Reaction equation

HRID 1451448 reaction equation
[C:1]([CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([N:16]2[CH2:21][C:20](=[O:22])[O:19][CH:18]([C:23]3[N:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[S:26][CH:27]=3)[CH2:17]2)[CH3:15])=[CH:9][CH:8]=1)([O:3][CH3:4])=[O:2].[OH-:32].[Na+].Cl>CO>[C:1]([CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH:14]([N:16]([CH2:21][C:20]([OH:19])=[O:22])[CH2:17][CH:18]([OH:32])[C:23]2[N:24]=[C:25]([C:28]([F:30])([F:29])[F:31])[S:26][CH:27]=2)[CH3:15])=[CH:11][CH:12]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19974314HCID 19974314, compound

Product 1

HCID 19756187HCID 19756187, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.4 g (0.0031 mol) of N-[2-(4-Carbomethoxymethoxyphenyl)-1-methylethyl]-2-(2-trifluoromethyl-thiazol-4-yl)morpholin-6-one are dissolved in 10 ml of methanol. 3 ml (0.003 mol) of 1N sodium hydroxide solution are added to this stirred solution at room temperature. After 5 minutes 15 ml of ice-water are added, and the mixture is neutralised with 3 ml of 1N hydrochloric acid. The aqueous phase is extracted by shaking 3× with methylene chloride. The organic phase is dried over sodium sulphate, filtered and evaporated to dryness. The resulting residue is purified on a silica gel column using methylene chloride methanol=20:1 as eluant. This results, after concentration, in colourless crystals.

Workup

  1. extractionThe aqueous phase is extracted
  2. dry with materialThe organic phase is dried over sodium sulphate
  3. filtrationfiltered
  4. customevaporated to dryness
  5. customThe resulting residue is purified on a silica gel column
  6. concentrationThis results, after concentration

Sources & evidence

ORD record
ord-c7e1108b2de54b6a8626c5cdcf2cadf1
Source dataset
uspto-grants-1997_02
Patent number
US05604225

Reaction notes

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