Potassium Carbonate → HCID 8881677, compound

HRID 2353824Notes

Reaction equation

HRID 2353824 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:11].[C:12](=[O:15])([O-])[O-].[K+].[K+].[F:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)CBr>CC#N>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[O:11][C:12](=[O:15])[C:25]1[CH:24]=[CH:21][CH:20]=[C:19]([F:18])[CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12074NitrofunginHCID 680073-Fluorobenzyl bromide

Product 1

HCID 8881677HCID 8881677, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Conditions

Temperature
70 °C

Procedure

To 90 mL CH3CN was added 2-chloro-4-nitrophenol (15 g, 86.4 mmol) followed by potassium carbonate (17.9 g, 129.6 mmol). To the stirring suspension was added via dropping funnel a 10 mL CH3CN solution of 3-fluoro-benzylbromide (16.3 g, 86.4 mmol). The contents were stirred and heated at 70° C. for 18 h, after which time the bright yellow mixture was allowed to cool to rt. The yellow contents were poured onto water (200 mL) and stirred, upon which solid formation occurs. The solid was filtered and filter cake washed with additional water (50 mL). The collected solid was dried in vacuo, yielding 2-chloro-1-(3-fluoro-benzoyloxy)-4-nitro-benzene (23 g, 94%) as a white solid.

Workup

  1. additionTo the stirring suspension was added
  2. temperatureto cool to rt
  3. additionThe yellow contents were poured onto water (200 mL)
  4. stirringstirred, upon which solid formation
  5. filtrationThe solid was filtered
  6. filtrationfilter cake
  7. washwashed with additional water (50 mL)
  8. customThe collected solid was dried in vacuo

Sources & evidence

ORD record
ord-de3efaf87163481a98174a0e9f5757d1
Source dataset
uspto-grants-2010_07
Patent number
US07750017B2

Reaction notes

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