2-Hydrazinoethanol → HCID 22022028, compound

HRID 353348Notes

Reaction equation

HRID 353348 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9](=[O:23])[C:10]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=2)=[C:11]([CH3:14])[C:12]=1O.[OH:24][CH2:25][CH2:26][NH:27][NH2:28]>C(O)C>[CH3:22][O:21][C:17]1[CH:16]=[C:15]([C:10]2[C:9](=[O:23])[N:27]([CH2:26][CH2:25][OH:24])[N:28]=[C:12]([CH2:8][C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[F:1])[C:11]=2[CH3:14])[CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 80172-HydrazinoethanolHCID 22022100HCID 22022100, compound

Product 1

HCID 22022028HCID 22022028, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-(2-fluorophenyl)-3-hydroxy-4-methyl-5-(3-methoxyphenyl)-2,4-cyclopentadienone (620 mg, 2 mmol) and hydroxylethylhydrazine (360 mg, 45 mmol)) in ethanol (5 mL) was heated at reflux for 6 hours. The resulting solution was concentrated in vacuo and the residue was dissolved in ethyl acetate (80 mL), washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo to give the desired compound as colorless oil. MS: 369 (MH+).

Workup

  1. temperatureat reflux for 6 hours
  2. concentrationThe resulting solution was concentrated in vacuo
  3. dissolutionthe residue was dissolved in ethyl acetate (80 mL)
  4. washwashed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-4571dd5a3e97414ca42469c53f2db172
Source dataset
uspto-grants-2004_06
Patent number
US06750350B2

Reaction notes

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