Potassium Carbonate → HCID 22314487, compound

HRID 966082Notes

Reaction equation

HRID 966082 reaction equation
[F:1][C:2]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:9]=[C:8]([O:10][CH2:15][C:14]2[CH:17]=[CH:18][CH:19]=[C:12]([F:11])[CH:13]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromideHCID 27346752-Fluoro-4-hydroxybenzonitrile

Product 1

HCID 22314487HCID 22314487, compoundYield 100.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-fluoro-4-hydroxy-benzonitrile (15.0 g, 109 mmol), 3-fluorobenzyl bromide (22.7 g, 120 mmol) and potassium carbonate (18.1 g, 131 mmol) in dry acetone (250 mL) was heated under reflux for 4 h. After cooling to room temperature the mixture was filtered and the filtrate was evaporated to leave an off-white solid which was washed with hexane to afford the title compound (26.8 g, 100%) as a white solid. MS: m/e=245.2 (M+).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 4 h
  3. filtrationwas filtered
  4. customthe filtrate was evaporated
  5. customto leave an off-white solid which
  6. washwas washed with hexane

Sources & evidence

ORD record
ord-55a0d2c703cc46f0871a03769207265e
Source dataset
uspto-grants-2005_10
Patent number
US06951884B2

Reaction notes

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