Hydrochloric Acid → HCID 14368083, compound

HRID 1030709Notes

Reaction equation

HRID 1030709 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])=[C:6]([O:13][CH3:14])[CH:5]=[CH:4][C:3]=1[C:15](=[O:30])[CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([O:28]C)=[O:27])=[CH:20][CH:19]=1.[OH-].[K+].Cl>CO>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])=[C:6]([O:13][CH3:14])[CH:5]=[CH:4][C:3]=1[C:15](=[O:30])[CH2:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([O:24][CH2:25][C:26]([OH:28])=[O:27])=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19744877HCID 19744877, compound

Product 1

HCID 14368083HCID 14368083, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 20.6 g of 1-(2-hydroxy-4-methoxy-3-isopentylphenyl)-3-(4-methoxycarbonylmethoxyphenyl)-1-propanone was dissolved in 100 ml of methanol, and 100 ml of a 5% aqueous solution of potassium hydroxide was added to the solution and the mixture was stirred at room temperature for 1 hour. After the reaction, the reaction mixture was made acidic by dilute hydrochloric acid, and the formed precipitate was recovered by filtration and recrystallized from benzene to obtain 15.2 g (yield=96.8%) of 1-(2-hydroxy-4-methoxy-3-isopentylphenyl)-3-(4-carboxymethoxyphenyl)-1-propanone in the form of a colorless grain.

Workup

  1. customAfter the reaction
  2. filtrationthe formed precipitate was recovered by filtration
  3. customrecrystallized from benzene

Sources & evidence

ORD record
ord-940e7278083f4643a6d7d69fac714bbc
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

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