Sodium Hydroxide → HCID 67086984, compound

HRID 2365554Notes

Reaction equation

HRID 2365554 reaction equation
C[O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][CH2:14][O:15][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][O:17]2)=[CH:8][CH:7]=1.[OH-].[Na+]>CO.[Cl-].[NH4+]>[O:17]1[CH2:18][CH2:19][CH2:20][CH2:21][CH:16]1[O:15][CH2:14][CH2:13][O:12][C:9]1[CH:8]=[CH:7][C:6]([CH2:5][CH2:4][C:3]([OH:22])=[O:2])=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67086754HCID 67086754, compound

Product 1

HCID 67086984HCID 67086984, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 25517Ammonium ChlorideSolvent

Procedure

3-{4-[2-(Tetrahydro-pyran-2-yloxy)-ethoxy]-phenyl}-propionic acid methyl ester (0.12 g, 0.39 mmol) is dissolved in MeOH (3 ml) and 2M NaOH solution (3 ml) is added and the resulting solution is stirred at room temperature for 18 hours. The reaction mixture is diluted with saturated ammonium chloride solution (20 ml) and extracted with EtOAc (100 ml×2). The organic phased are combined, dried over MgSO4, the solvent removed in vacuo to yield the title compound as a colourless oil; [M+H]+=295

Workup

  1. extractionextracted with EtOAc (100 ml×2)
  2. dry with materialdried over MgSO4
  3. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-a933b921b89647bebc1721be81a42867
Source dataset
uspto-grants-2014_04
Patent number
US08697687B2

Reaction notes

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