Isobutyraldehyde → HCID 14849775, compound

HRID 892953Notes

Reaction equation

HRID 892953 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=O)=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+:22].[CH:23](=O)[CH:24]([CH3:26])[CH3:25].[OH-].[NH4+:29]>C(O)(=O)C.C(OC(=O)C)(=O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:29][C:23]([CH:24]([CH3:26])[CH3:25])=[N:22][C:9]=2[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 6561IsobutyraldehydeHCID 14923Ammonium HydroxideHCID 517165Ammonium AcetateHCID 36253104-Fluorobenzil

Product 1

HCID 14849775HCID 14849775, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 7918Acetic AnhydrideSolvent

Procedure

To a stirred solution of 1-(4-fluorophenyl)-2-phenylethan-1,2-dione (1.0 g) in acetic acid (25 ml) and acetic anhydride (3 ml) containing ammonium acetate (5.0 g) was added isobutyraldehyde (0.5 g) and the reaction mixture was warmed to 110° for 2 h. The mixture was poured into aqueous ammonium hydroxide at 0° and the deposited solid was collected by filtration, then washed sequentially with ether and water then dried in vacuo to afford the title compound (1.09 g), λmax (EtOH) 252 (9550) and 287.8 nm (ε11,870).

Workup

  1. temperaturethe reaction mixture was warmed to 110° for 2 h
  2. filtrationthe deposited solid was collected by filtration
  3. washwashed sequentially with ether and water
  4. customthen dried in vacuo

Sources & evidence

ORD record
ord-49ab51c2bb1649549c7a12595f58576b
Source dataset
uspto-grants-1992_06
Patent number
US05120848

Reaction notes

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