Hydrochloric Acid → 141109-82-2

HRID 1861522Notes

Reaction equation

HRID 1861522 reaction equation
[OH:1][CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)[C:3]([O:5]CC)=[O:4].Cl>[OH-].[Na+]>[OH:1][CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][CH:10]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 151861533-(4-Benzyloxyphenyl)-2-hydroxypropionic acid ethyl ester2×

Product 1

HCID 10707314141109-82-2Yield 80%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of racemic ethyl 2-hydroxy-3-(4-benzyloxyphenyl)propionate of the formula (10) (100 g) obtained according to the procedure described in step (iii) above and 10% aq. sodium hydroxide solution (500 ml) was stirred at room temperature for a period of 1-2 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was acidified with dil. hydrochloric acid at 15-20° C. and the solid thus obtained was filtered and washed with water to afford racemic 2-hydroxy-3-(4-benzyloxyphenyl)propionic acid (72-77 g, 80-85%).

Workup

  1. customobtained
  2. customAfter completion of the reaction
  3. customthe solid thus obtained
  4. filtrationwas filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-6c6b0e039fec4f44a071e38375a5d114
Source dataset
uspto-grants-2003_03
Patent number
US06531596B1

Reaction notes

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