2-Fluoro-4-nitrophenol → HCID 68694669, compound

HRID 1261309Notes

Reaction equation

HRID 1261309 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)=[O:12])[S:10][C:3]=12.[F:18][C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1O.[C:29]([O-])([O-])=O.[K+].[K+]>O(C1C=CC=CC=1)C1C=CC=CC=1>[F:18][C:19]1[CH:24]=[C:23]([N+:25]([O-:27])=[O:26])[CH:22]=[CH:21][C:20]=1[CH2:29][C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[CH:8]=[C:9]([C:11]([C:13]3[O:14][CH:15]=[CH:16][CH:17]=3)=[O:12])[S:10][C:3]=12

Participants

5

Reactant 3

HCID 98252-Fluoro-4-nitrophenolHCID 11430Potassium CarbonateHCID 59424642HCID 59424642, compound

Product 1

HCID 68694669HCID 68694669, compoundYield 39.3%

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Conditions

Temperature
180 °C

Procedure

To a suspension of 239 (35 mg, 0.133 mmol) in Ph2O (2 mL) was added 2-fluoro-4-nitrophenol (42 mg, 0.265 mmol) and K2CO3 (73 mg, 0.530 mmol). The reaction mixture was heated at 180° C. in a sealed flask for 60 hrs, cooled down to room temperature, loaded onto a flash chromatography column and eluted with EtOAc/hexane mixture (1:1), to afford title compound 240 (20 mg 39% yield) as a yellow solid. MS (m/z): 385.1 (M+1).

Workup

  1. temperaturecooled down to room temperature
  2. washeluted with EtOAc/hexane mixture (1:1)

Sources & evidence

ORD record
ord-ba9ed308d60a4065968d1aa09f74b490
Source dataset
uspto-grants-2013_06
Patent number
US08470850B2

Reaction notes

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