Potassium Hydroxide → HCID 54395706, compound

HRID 1871641Notes

Reaction equation

HRID 1871641 reaction equation
[OH-].[K+].[C:3]1([CH2:9][CH2:10][CH2:11][CH:12]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][O:28][N:29]=[C:30]([C:32]3[CH:37]=[CH:36][C:35]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=4)=[CH:34][CH:33]=3)[CH3:31])=[CH:21][CH:20]=2)[C:13]([O:15]CC)=[O:14])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)C>[C:3]1([CH2:9][CH2:10][CH2:11][CH:12]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][O:28][N:29]=[C:30]([C:32]3[CH:37]=[CH:36][C:35]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][N:39]=4)=[CH:34][CH:33]=3)[CH3:31])=[CH:21][CH:20]=2)[C:13]([OH:15])=[O:14])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 86755638HCID 86755638, compound

Product 1

HCID 54395706HCID 54395706, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

0.67 g of potassium hydroxide was added to a solution of 1.20 g of ethyl 2-(3-phenylpropyl)-3-[4-[2-[[1-[4(2-pyridyl)phenyl]ethylidene]aminoxy]ethoxy]phenyl]propionate obtained in Example 19 in 20 ml of ethanol, and the mixture was stirred at 80° C. for 2 hours. After the reaction, the reaction mixture was concentrated. To the residue were added water, ice and ethyl acetate and the pH of the reaction mixture was adjusted to a value of 4 with 3N hydrochloric acid. Then, the ethyl acetate layer was separated. The extract thus obtained was dried over anhydrous magnesium sulfate and then evaporated under reduced pressure to obtain 1.10 g of the desired compound as a gum.

Workup

  1. customAfter the reaction
  2. concentrationthe reaction mixture was concentrated
  3. additionTo the residue were added water, ice and ethyl acetate
  4. customThen, the ethyl acetate layer was separated
  5. extractionThe extract thus
  6. customobtained
  7. dry with materialwas dried over anhydrous magnesium sulfate
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-4624ed89529d4df68d844c5fe520848d
Source dataset
uspto-grants-2000_08
Patent number
US06103907

Reaction notes

Loading…