Hydrochloric Acid → HCID 18787496, compound

HRID 342078Notes

Reaction equation

HRID 342078 reaction equation
C([CH:3]([CH2:7][CH2:8][C:9]1[C:14]([OH:15])=[CH:13][CH:12]=[CH:11][C:10]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:4]([OH:6])=[O:5])C.[OH-].[K+].Cl>O>[CH2:19]([O:18][C:16]([C:10]1[CH:11]=[CH:12][CH:13]=[C:14]([OH:15])[C:9]=1[CH2:8][CH2:7][CH2:3][C:4]([OH:6])=[O:5])=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 18787454HCID 18787454, compound

Product 1

HCID 18787496HCID 18787496, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 4-[2-ethoxycarbonyl-6-hydroxyphenyl]butanoic acid (9.06 g, 32.4 mmol) was dissolved in a room temperature solution of potassium hydroxide (3.62g, 64.6 mmol) in water (68 ml). The solution was stirred at room temperature for 2 hr, and then made acidic with 12N HCl. The mixture was extracted twice with ethyl acetate. The ethyl acetate extracts were combined and extracted with 10% aqueous potassium carbonate three times. These aqueous extracts were made acidic with 12N HCl and extracted twice with ethyl acetate. The ethyl acetate extracts were concentrated in vacuo to a white solid (6.4 g, 79%).

Workup

  1. extractionThe mixture was extracted twice with ethyl acetate
  2. extractionextracted with 10% aqueous potassium carbonate three times
  3. extractionextracted twice with ethyl acetate
  4. concentrationThe ethyl acetate extracts were concentrated in vacuo to a white solid (6.4 g, 79%)

Sources & evidence

ORD record
ord-1cd66be8411147e8be2b81e8d0458595
Source dataset
uspto-grants-1999_01
Patent number
US05856529

Reaction notes

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