Sodium Hydroxide → HCID 14674838, compound

HRID 1708492Notes

Reaction equation

HRID 1708492 reaction equation
C[O:2][C:3](=[O:30])[CH:4]([C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)=[CH:14][CH:13]=1)[CH2:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Na+]>CO>[CH:6]1([CH2:5][CH:4]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[CH:14][CH:13]=2)[C:3]([OH:30])=[O:2])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 14674834HCID 14674834, compound

Product 1

HCID 14674838HCID 14674838, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 3-cyclohexyl-2-[4-(quinolin-2-yl-methoxy)phenyl]propionic acid methyl ester (650 mg; 1.6 mmol) in methanol (20 ml) was added 1N sodium hydroxide (3 ml) and the mixture was stirred at 50° C. for 10 h. The methanol was removed in vacuo, to the residue was added 10 ml of water and the resulting mixture was acidified to pH 4. The precipitated solid was filtered, washed with water and dried in vacuo to provide 550 mg of 3-cyclohexyl-2-[4-(quinolin-2-yl-methoxy)phenyl]propionic acid, mp. 148°-150° C.

Workup

  1. customThe methanol was removed in vacuo, to the residue
  2. additionwas added 10 ml of water
  3. filtrationThe precipitated solid was filtered
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-44f235cd1dcc4451b0c126baa997fe51
Source dataset
uspto-grants-1994_10
Patent number
US05358955

Reaction notes

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