HCID 10336689, compound → HCID 10402603, compound

HRID 1198151Notes

Reaction equation

HRID 1198151 reaction equation
[C:1]1(/[C:7](=[N:14]/[O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])/[CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Na]>[C:1]1(/[C:7](=[N:14]/[O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])/[CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 10336689HCID 10336689, compound

Product 1

HCID 10402603HCID 10402603, compoundYield 75.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 5360545SodiumSolvent

Procedure

To a stirred solution of 3.8 g (0.0115 moles) of ethyl (Z)-5-[1-phenyl-2-(imidazol-1-yl)-ethylidene]aminoxypentanoate in 20 ml of ethanol, 35 ml of aqueous sodium hydroxyde 1N are added at room temperature. Stirring is continued for 2 hours, and ethanol is removed under vacuum without heating. The aqueous solution is acidified with acetic acid till pH 6 with external cooling. The precipitated product is filtered, washed with ether and filtered again, yielding 2.63 g (75%) of (Z)-5-[1-phenyl-2-(imidazol-1-yl)-ethylidene]aminoxypentanoic acid.

Workup

  1. customethanol is removed under vacuum
  2. temperaturewithout heating
  3. filtrationThe precipitated product is filtered
  4. washwashed with ether
  5. filtrationfiltered again

Sources & evidence

ORD record
ord-612d0399715f418fb6331b0e5661853a
Source dataset
uspto-grants-1994_01
Patent number
US05280033

Reaction notes

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