Ethanol → HCID 19779533, compound

HRID 2082089Notes

Reaction equation

HRID 2082089 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]3[CH2:16][C:15](=O)[CH2:14]3)[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.Cl.[NH2:21][OH:22].C(O)C>N1C=CC=CC=1>[F:1][C:2]1[CH:19]=[CH:18][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]3[CH2:16][C:15](=[N:21][OH:22])[CH2:14]3)[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 19779535HCID 19779535, compound

Product 1

HCID 19779533HCID 19779533, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 3-(3-(4-fluorophenoxy)phenyl)cyclobutanone (2.59 g, 10.1 mmol) and hydroxylamine hydrochloride (844 mg, 12.1 mmol) in 1:1 ethanol:pyridine (50 mL) was stirred for 36 hours. It was then concentrated in vacuo. The residue was taken up in brine (50 mL) and extracted with ethyl acetate (3×50 mL). The organics were combined, dried over MgSO4 and concentrated to afford 3-(3-(4-fluorophenoxy)phenyl)cyclobutanone oxime which was used as is.

Workup

  1. concentrationIt was then concentrated in vacuo
  2. extractionextracted with ethyl acetate (3×50 mL)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0af69c7e1dda45b7950bc1947f3dd8c8
Source dataset
uspto-grants-1993_02
Patent number
US05187192

Reaction notes

Loading…