Diethyl Carbonate → HCID 68637486, compound

HRID 2357871Notes

Reaction equation

HRID 2357871 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].[CH2:16]([O:18][C:19](=O)[O:20]CC)[CH3:17].[H-].[Na+]>C1(C)C=CC=CC=1>[CH2:14]([O:13][C:11](=[O:12])[CH:10]([C:3]1[CH:4]=[C:5]([F:9])[CH:6]=[C:7]([F:8])[C:2]=1[F:1])[C:19]([O:18][CH2:16][CH3:17])=[O:20])[CH3:15]

Participants

5

Reactant 3

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 53419349Ethyl (2,3,5-trifluorophenyl)acetate

Product 1

HCID 68637486HCID 68637486, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl 2-(2,3,5-trifluorophenyl)-acetate (29 g) was slowly added to a mixture of diethylcarbonate (63 g) and sodium hydride (9.5 g) in toluene (350 ml). After being refluxed for 3 hours, the reaction mixture was cooled, treated with ice-water and washed with water. The organic layer was separated, dried and filtered. The filtrate was concentrated in vacuo to yield 32 g of the title compound.

Workup

  1. temperatureAfter being refluxed for 3 hours
  2. temperaturethe reaction mixture was cooled
  3. washwashed with water
  4. customThe organic layer was separated
  5. customdried
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-b4adab8be14a42df801d63a3755c957b
Source dataset
uspto-grants-2010_07
Patent number
US07763622B2

Reaction notes

Loading…