Potassium Carbonate → HCID 8881677, compound

HRID 222019Notes

Reaction equation

HRID 222019 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 it The yellow contents were poured onto H2O (200 mL) and stirred, upon which solid formation occurs. The solid was filtered and filter cake washed with additional H2O (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 it The yellow contents
  3. additionwere poured onto H2O (200 mL)
  4. stirringstirred, upon which solid formation
  5. filtrationThe solid was filtered
  6. filtrationfilter cake
  7. washwashed with additional H2O (50 mL)
  8. customThe collected solid was dried in vacuo

Sources & evidence

ORD record
ord-06559c9047bb43b9812f6128bd319a65
Source dataset
uspto-grants-2012_06
Patent number
US08207172B2

Reaction notes

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