Sodium Hydroxide → HCID 15257502, compound

HRID 2107646Notes

Reaction equation

HRID 2107646 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[C:13]([CH3:14])=[CH:12][C:11](/[CH:15]=[CH:16]/[CH:17]=[CH:18]/[C:19]([O:21]CC)=[O:20])=[CH:10][C:9]=1[CH3:24].[OH-].[Na+]>CO.O>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[C:9]([CH3:24])=[CH:10][C:11](/[CH:15]=[CH:16]/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20])=[CH:12][C:13]=1[CH3:14]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 23046167HCID 23046167, compound

Product 1

HCID 15257502HCID 15257502, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a stirred solution of ethyl 5-[4-{(2-methoxyethoxy)methoxy}-3,5-dimethylphenyl]-(2E,4E)-2,4-pentadienoate (5.28 g) in methanol (55 ml) was added a solution of sodium hydroxide (6.32 g) in water (18 ml) below 20° C. After being stirred for an hour, the reaction mixture was concentrated under reduced pressure. The residue was dissolved in water (200 ml) and adjusted to pH 4 with 10% hydrochloride solution. The resulting precipitate was collected by filtration and washed with water to give yellowish powder of 5-[4-{(2-methoxyethoxy)methoxy}-3,5-dimethylphenyl]-(2E,4E)-2,4-pentadienoic acid (4.13 g).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. dissolutionThe residue was dissolved in water (200 ml)
  3. filtrationThe resulting precipitate was collected by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-810f6b3633074df99e3939d6d498694f
Source dataset
uspto-grants-1990_06
Patent number
US04935432

Reaction notes

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