Sodium Hydroxide → HCID 54232478, compound

HRID 1871632Notes

Reaction equation

HRID 1871632 reaction equation
[OH-].[Na+].[CH2:3]([O:5][CH:6]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][CH2:20][CH2:21][O:22][N:23]=[C:24]([C:26]2[CH:31]=[CH:30][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=3)=[CH:28][CH:27]=2)[CH3:25])=[CH:15][CH:14]=1)[C:7]([O:9]CC)=[O:8])[CH3:4]>C(O)C>[CH2:3]([O:5][CH:6]([CH2:12][C:13]1[CH:14]=[CH:15][C:16]([O:19][CH2:20][CH2:21][O:22][N:23]=[C:24]([C:26]2[CH:27]=[CH:28][C:29]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=3)=[CH:30][CH:31]=2)[CH3:25])=[CH:17][CH:18]=1)[C:7]([OH:9])=[O:8])[CH3:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54297813HCID 54297813, compound

Product 1

HCID 54232478HCID 54232478, compoundYield 79.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.30 ml of a 1N aqueous sodium hydroxide solution was added to a solution of 310 mg of ethyl 2-ethoxy-3-[4-[2-[[1-[4-(2-pyridyl)phenyl]ethylidene]aminoxy]ethoxy]phenyl]propionate obtained in Example 1 in 5 ml of ethanol, and the mixture was stirred at room temperature for 1.5 hours. After the reaction, the ethanol was evaporated under reduced pressure, and the pH of the mixture was adjusted to a value of 3 with 1N hydrochloric acid. The reaction mixture thus obtained was extracted with ethyl acetate, and the extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crystalline crude product thus obtained was washed with isopropyl ether and hexane to obtain 232 mg of the desired compound.

Workup

  1. customAfter the reaction
  2. customthe ethanol was evaporated under reduced pressure
  3. customThe reaction mixture thus obtained
  4. extractionwas extracted with ethyl acetate
  5. dry with materialthe extract was dried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe crystalline crude product thus obtained
  8. washwas washed with isopropyl ether and hexane

Sources & evidence

ORD record
ord-1dcb163cfd8344ff8f0af84d6a6c3b18
Source dataset
uspto-grants-2000_08
Patent number
US06103907

Reaction notes

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