Sodium Hydroxide → HCID 178525730, compound

HRID 16716Notes

Reaction equation

HRID 16716 reaction equation
[N:1]1([C:7]([C@H:9]2[CH2:14][CH2:13][C@H:12]([C:15]([O:17]C)=[O:16])[CH2:11][CH2:10]2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[OH-].[Na+]>CO>[N:1]1([C:7]([C@H:9]2[CH2:10][CH2:11][C@H:12]([C:15]([OH:17])=[O:16])[CH2:13][CH2:14]2)=[O:8])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178501151HCID 178501151, compound

Product 1

HCID 178525730HCID 178525730, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl trans-4-(morpholin-4-ylcarbonyl)cyclohexane-carboxylate (860 mg) obtained in Reference Example 82(1) is dissolved in methanol (40 ml), and thereto is added 4 N aqueous sodium hydroxide solution (1.68 ml). The mixture is then stirred at room temperature for 18 hours. The reaction solution is concentrated under reduced pressure. The residue is diluted with ice-water, neutralized with 10% hydrochloric acid and extracted with chloroform. The organic layer is dried over sodium sulfate and the solvent is concentrated under reduced pressure to give title compound (638 mg).

Workup

  1. concentrationThe reaction solution is concentrated under reduced pressure
  2. additionThe residue is diluted with ice-water
  3. extractionextracted with chloroform
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. concentrationthe solvent is concentrated under reduced pressure

Sources & evidence

ORD record
ord-dea9b5ae5dd243fa82cb4733f1d00626
Source dataset
uspto-grants-2010_06
Patent number
US07737161B2

Reaction notes

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