Hydrochloric Acid → HCID 19744870, compound

HRID 1030706Notes

Reaction equation

HRID 1030706 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:20])[CH2:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[C:5]([O:21][CH2:22][C:23]([O:25]C)=[O:24])[C:4]=1[CH2:27][CH2:28][CH:29]([CH3:31])[CH3:30].[OH-].[K+].Cl>CO>[C:23]([CH2:22][O:21][C:5]1[C:4]([CH2:27][CH2:28][CH:29]([CH3:30])[CH3:31])=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[C:9](=[O:20])[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1)([OH:25])=[O:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19744863HCID 19744863, compound

Product 1

HCID 19744870HCID 19744870, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 14.2 g of 1-(4-methoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(4-methoxyphenyl)-1-propanone was dissolved in 80 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 30 minutes. After the reaction, the reaction mixture was made acidic by dilute hydrochloric acid and extracted with diethyl ether. The solvent was removed from the diethyl ether layer by distillation to obtain 13.1 g (yield=95.3%) of 1-(carboxymethoxy-4-methoxy-3-isopentylphenyl)-3-(4-methoxyphenyl)-1-propanone in the form of a colorless oil.

Workup

  1. customAfter the reaction
  2. extractionextracted with diethyl ether
  3. customThe solvent was removed from the diethyl ether layer by distillation

Sources & evidence

ORD record
ord-81f34530e55a4d9c8c9a8f16ee469af1
Source dataset
uspto-grants-1992_04
Patent number
US05106871

Reaction notes

Loading…