Hydrochloric Acid → 2-(3,4-BIS(BENZYLOXY)PHENYL)ACETIC ACID

HRID 728073Notes

Reaction equation

HRID 728073 reaction equation
[OH-].[K+].[CH2:3]([O:10][C:11]1[CH:12]=[C:13]([CH2:25][C:26]([O:28]CC2C=CC=CC=2)=[O:27])[CH:14]=[CH:15][C:16]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Cl>CO>[CH2:3]([O:10][C:11]1[CH:12]=[C:13]([CH2:25][C:26]([OH:28])=[O:27])[CH:14]=[CH:15][C:16]=1[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 419522HCID 419522, compound

Product 1

HCID 5618122-(3,4-BIS(BENZYLOXY)PHENYL)ACETIC ACIDYield 78.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium hydroxide (6.2 g) was added to a solution of benzyl 3,4-dibenzyloxyphenylacetate (16.0 g) in methanol (200 ml), followed by stirring at room temperature for 6 hours. The reaction mixture was adjusted to pH 4.0 with 5N hydrochloric acid solution. The solvent was distilled off and to the residue was added water. The precipitated crystal was collected by filtration, washed with water and dried to obtain as colorless crystal 3,4-dibenzyloxyphenylacetic acid (10.0 g).

Workup

  1. distillationThe solvent was distilled off and to the residue
  2. additionwas added water
  3. filtrationThe precipitated crystal was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-a73f8cf75ef24949afbfa02650c3f78c
Source dataset
uspto-grants-1991_09
Patent number
US05047430

Reaction notes

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