Ethanol → HCID 87106532, compound

HRID 922313Notes

Reaction equation

HRID 922313 reaction equation
[CH3:1][O:2]/[N:3]=[C:4](/[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)\[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([O:23]CC)=[O:22])=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.CCO.[OH-].[Na+]>C1COCC1>[CH3:1][O:2]/[N:3]=[C:4](/[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)\[CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][C:21]([OH:23])=[O:22])=[CH:15][CH:14]=2)=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 87106212HCID 87106212, compound

Product 1

HCID 87106532HCID 87106532, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 3-(4′-{[(2Z)-2-(methoxyimino)-2-phenylethyl]oxy}biphenyl-4-yl)propanoate (0.25 g, 0.6 mmol) in THF was added ethanol and aqueous solution of NaOH and stirred at RT for 2 h, reaction mass was concentrated to remove solvents and diluted with water and neutralized with 1 N HCl and extracted with ethyl acetate, organic layer was washed with water and brine solutions dried over anhydrous Na2SO4 and concentrated to white solid (0.2 g, 83.3%); purity: 99.5%

Workup

  1. customreaction mass
  2. concentrationwas concentrated
  3. customto remove solvents
  4. additiondiluted with water and neutralized with 1 N HCl
  5. extractionextracted with ethyl acetate, organic layer
  6. washwas washed with water and brine solutions
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated to white solid (0.2 g, 83.3%)

Sources & evidence

ORD record
ord-e498cbdade1d4952848e983666bd1d7c
Source dataset
uspto-grants-2016_03
Patent number
US09278915B2

Reaction notes

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