Sodium Hydroxide → HCID 57541919, compound

HRID 2422280Notes

Reaction equation

HRID 2422280 reaction equation
[CH3:1][C:2]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:3]=1[CH2:4][C:5]1[CH:6]=[C:7]([CH:22]=[CH:23][CH:24]=1)[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([O:20]C)=[O:19])=[CH:12][CH:11]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[CH:28]=[CH:27][CH:26]=[C:25]([CH3:29])[C:3]=1[CH2:4][C:5]1[CH:6]=[C:7]([CH:22]=[CH:23][CH:24]=1)[CH2:8][O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57541958HCID 57541958, compound

Product 1

HCID 57541919HCID 57541919, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of methyl 3-[4-[[3-(2,6-dimethylbenzyl)benzyl]oxy]phenyl]propanoate (125 mg), 2N aqueous sodium hydroxide solution (3 mL) and ethanol (10 mL) was stirred at room temperature for 1 hr. The reaction mixture was concentrated and added to a mixture of 1N hydrochloric acid aqueous solution (10 mL) and water (30 mL). The precipitated solid was collected by filtration, washed with water and hexane and dried to give the title compound (99 mg, yield 82%) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionadded to a mixture of 1N hydrochloric acid aqueous solution (10 mL) and water (30 mL)
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water and hexane
  5. customdried

Sources & evidence

ORD record
ord-7c96d41469674a5d955f5b688824078a
Source dataset
uspto-grants-2011_06
Patent number
US07960369B2

Reaction notes

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