Hydrochloric Acid → 3-[4-(4-Ethoxy-phenylethynyl)-phenyl]-propionic acid

HRID 330822Notes

Reaction equation

HRID 330822 reaction equation
C([O:3][C:4](=[O:24])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]#[C:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:22][CH3:23])=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)C.[OH-].[Na+].Cl>CO.O>[CH2:22]([O:21][C:18]1[CH:17]=[CH:16][C:15]([C:14]#[C:13][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][CH2:5][C:4]([OH:24])=[O:3])=[CH:12][CH:11]=2)=[CH:20][CH:19]=1)[CH3:23]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 666917683-[4-(4-Ethoxy-phenylethynyl)-phenyl]-propionic acid ethyl ester

Product 1

HCID 666914263-[4-(4-Ethoxy-phenylethynyl)-phenyl]-propionic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To 750 mg (2.33 mmol) 3-[4-(4-ethoxy-phenylethynyl)-phenyl]-propionic acid ethyl ester (XIII.1) in 15 mL MeOH are added 3.49 mL (6.98 mmol) 2N NaOH solution and the mixture is stirred at rt for 12 h. After that time, 7.0 mL 2N HCl are added and the mixture is diluted with water. The precipitate is filtered off, washed with water and dried at 45° C. to yield the desired product.

Workup

  1. filtrationThe precipitate is filtered off
  2. washwashed with water
  3. customdried at 45° C.

Sources & evidence

ORD record
ord-c6dbb18defd049ed90a2fb771c04b37e
Source dataset
uspto-grants-2014_11
Patent number
US08877754B2

Reaction notes

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