Ethyl Acetate → HCID 86744614, compound

HRID 1681547Notes

Reaction equation

HRID 1681547 reaction equation
[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=O)[C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]([O:27][CH2:28][CH3:29])=[O:26])[CH:20]=2)=[CH:14][C:13]=1[CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].Cl.[NH2:39][OH:40].C(OCC)(=O)C>N1C=CC=CC=1>[CH2:28]([O:27][C:25]([C:21]1[CH:20]=[C:19]([C:18](=[N:39][OH:40])[C:15]2[CH:16]=[CH:17][C:12]([O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[C:13]([CH2:31][CH2:32][C:33]([O:35][CH2:36][CH3:37])=[O:34])[CH:14]=2)[CH:24]=[CH:23][CH:22]=1)=[O:26])[CH3:29]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 443297Hydroxyamine hydrochlorideHCID 14739679HCID 14739679, compound

Product 1

HCID 86744614HCID 86744614, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1.1 g of 2-(decyloxy)-5-[3-(ethyloxycarbonyl)benzoyl]benzenepropanoic acid, ethyl ester and 220 mg of hydroxylamine hydrochloride in 25 ml of pyridine was heated at 70° C. for approximately 18 hours. The reaction was allowed to cool to ambient temperature, ethyl acetate was added, and the solution was washed several times with 1N hydrochloric acid and water. The organic layer was dried over sodium sulfate and concentrated in vacuo to provide 1.04 g of the desired title product as an oil. NMR.

Workup

  1. temperatureto cool to ambient temperature
  2. washthe solution was washed several times with 1N hydrochloric acid and water
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-552f51884d4e477680aa780856f6fa46
Source dataset
uspto-grants-1992_12
Patent number
US05171882

Reaction notes

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