Water → HCID 118412919, compound

HRID 1500151Notes

Reaction equation

HRID 1500151 reaction equation
COC([C:5]1([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[CH2:9][CH2:8][C:7]([CH2:15][O:16][CH2:17][O:18][CH3:19])([CH2:10][O:11][CH2:12][O:13][CH3:14])[C:6]1=[O:20])=O.[OH-].[Na+].O>C(O)(C)C>[Cl:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][CH:5]2[C:6](=[O:20])[C:7]([CH2:10][O:11][CH2:12][O:13][CH3:14])([CH2:15][O:16][CH2:17][O:18][CH3:19])[CH2:8][CH2:9]2)=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 67254607HCID 67254607, compound

Product 1

HCID 118412919HCID 118412919, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
90 °C

Procedure

In isopropanol (5.5 mL), 1-(4-chlorobenzyl)-3,3-bis((methoxymethoxy)methyl)-2-oxocyclopentane carboxylic acid methyl ester (2.2895 g, 5.52 mmol) was dissolved, and a 2 M sodium hydroxide solution (5.5 mL) was added thereto. The mixture was stirred at 90° C. for 2 hours. Following the completion of the reaction, water was added, and the mixture was subjected to extraction using ethyl acetate. The organic layer was washed with saturated brine solution and water, and dried using anhydrous sodium sulfate. The solvent was distilled out, and the residue was purified using silica gel to obtain a target product.

Workup

  1. additionwas added
  2. extractionthe mixture was subjected to extraction
  3. washThe organic layer was washed with saturated brine solution and water
  4. customdried
  5. distillationThe solvent was distilled out
  6. customthe residue was purified
  7. customto obtain a target product

Sources & evidence

ORD record
ord-a7ceb5688112466a9023819e6f1c57b0
Source dataset
uspto-grants-2015_12
Patent number
US09206106B2

Reaction notes

Loading…