Methanol → HCID 57879415, compound

HRID 1673405Notes

Reaction equation

HRID 1673405 reaction equation
[OH-].[Na+].CO.[C:5]([NH:13][C:14]1[CH:23]=[C:22]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH:21]=[CH:20][C:15]=1[C:16]([O:18]C)=[O:17])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>O1CCCC1>[C:5]([NH:13][C:14]1[CH:23]=[C:22]([O:24][CH:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)[CH:21]=[CH:20][C:15]=1[C:16]([OH:18])=[O:17])(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium Hydroxide2×HCID 57879309HCID 57879309, compound

Product 1

HCID 57879415HCID 57879415, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

0.077 mL of 2.0 mol/L aqueous sodium hydroxide was added drop-wise to a mixed solution of 1 mL of methanol and 1 mL of tetrahydrofuran containing 35 mg of methyl 2-(benzamido)-4-(cyclohexyloxy)benzoate at room temperature and stirred at the same temperature overnight and at 40° C. for 6 hours and 30 minutes. 0.050 mL of 2.0 mol/L aqueous sodium hydroxide was added at room temperature and stirred at she same temperature for 4 hours and 30 minutes. The solvent was evaporated under reduced pressure and water was added and pH was adjusted to pH 4.0 with 1.0 mol/L hydrochloric acid. A solid substance was separated by filtration to obtain 25 mg of 2-(benzamido)-4-(cyclohexyloxy)benzoic acid as white solid.

Workup

  1. stirringstirred at she same temperature for 4 hours and 30 minutes
  2. customThe solvent was evaporated under reduced pressure and water
  3. additionwas added
  4. customA solid substance was separated by filtration

Sources & evidence

ORD record
ord-11e844d79fb64746ad56ab5f93904c7a
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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