Ethyl Acetate → 1,2-Ethanedione, 1,2-bis(4-chlorophenyl)-

HRID 2205123Notes

Reaction equation

HRID 2205123 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.C(OCC)(=[O:20])C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:17])[C:9]([C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][CH:11]=2)=[O:20])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 8857Ethyl AcetateHCID 5873181,2-Bis(4-chlorophenyl)ethanone

Product 1

HCID 189461,2-Ethanedione, 1,2-bis(4-chlorophenyl)-

Procedure

The dione product was obtained using the same synthetic methods as shown in Example 25, step 6, using 1,2-bis(4-chlorophenyl)ethanone (2.12 g, 8.00 mmol, 1.00 equiv) and SeO2 (5.11 g, 46.0 mmol, 5.75 equiv) as reactants. The solution was allowed to react, with stifling, for 2 hr at 120° C., then diluted with ethyl acetate, washed with saturated aqueous NaCl, and concentrated under vacuum. This afforded 2.19 g (crude) of 1,2-bis(4-chlorophenyl)ethane-1,2-dione as a yellow solid.

Workup

  1. customThe dione product was obtained
  2. customto react
  3. washwashed with saturated aqueous NaCl
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-482faf689996452c81eb7c1e549d6942
Source dataset
uspto-grants-2016_06
Patent number
US09370522B2

Reaction notes

Loading…