Isobutyraldehyde → HCID 14849775, compound

HRID 2050573Notes

Reaction equation

HRID 2050573 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-4e97bd7cbcac4d58ae8051b1bf1b0e6b
Source dataset
uspto-grants-1991_05
Patent number
US05013749

Reaction notes

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