Acetic Acid → HCID 23061948, compound

HRID 350723Notes

Reaction equation

HRID 350723 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=O)[CH2:9][OH:10])[CH:5]=[CH:6][CH:7]=1.[C-]#[N:13].[K+].C[CH:16]([OH:18])C.C(O)(=O)C>O>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[NH:13][C:16](=[O:18])[O:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 3776IsopropanolHCID 9032Potassium CyanideHCID 133659071-(3-Chlorophenyl)-2-hydroxyethan-1-one

Product 1

HCID 23061948HCID 23061948, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixed solution of 1-(3-chlorophenyl)-2-hydroxyethanone (21.8 g), potassium cyanide (20.8 g) and 2-propanol (100 mL) was added acetic acid (18 mL) at room temperature. After stirring for 30 min, water was added, and the precipitated crystals were collected by filtration and recrystallized from methanol-diisopropyl ether to give 4-(3-chlorophenyl)oxazol-2(3H)-one (6.7 g, yield 41%) as a solid.

Workup

  1. filtrationthe precipitated crystals were collected by filtration
  2. customrecrystallized from methanol-diisopropyl ether

Sources & evidence

ORD record
ord-a9e8cc26de6e4b78b32beb6c7e737c38
Source dataset
uspto-grants-2007_02
Patent number
US07183276B2

Reaction notes

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