Potassium Carbonate → HCID 8881677, compound

HRID 1787514Notes

Reaction equation

HRID 1787514 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 H20 (200 mL) and stirred, upon which solid formation occurs. The solid was filtered and filter cake washed with additional H20 (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 H20 (200 mL)
  4. stirringstirred, upon which solid formation
  5. filtrationThe solid was filtered
  6. filtrationfilter cake
  7. washwashed with additional H20 (50 mL)
  8. customThe collected solid was dried in vacuo

Sources & evidence

ORD record
ord-740b5fe49f094879a5d9a0eac5b4ba9c
Source dataset
uspto-grants-2009_03
Patent number
US07511048B2

Reaction notes

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