Ethanol → HCID 23022412, compound

HRID 351347

Reaction equation

HRID 351347 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][F:6].[F:7][C:8]1[CH:16]=[C:15]([OH:17])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].C(O)C.[OH-].[K+]>O>[F:7][C:8]1[CH:16]=[C:15]([O:17][CH2:2][CH2:3][CH2:4][CH2:5][F:6])[CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]

Participants

6

Reactant 4

HCID 702EthanolHCID 100221-Bromo-4-fluorobutaneHCID 14797Potassium HydroxideHCID 27833982-Fluoro-4-hydroxybenzoic Acid

Product 1

HCID 23022412HCID 23022412, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

1-Bromo-4-fluorobutane (3.57 g, 23.1 mmol) was added dropwise to a mixture of 2-fluoro-4-hydroxybenzoic acid (3.00 g, 19.2 mmol), ethanol (11.5 ml) and water (2.3 ml), potassium hydroxide (2.37 g, 42.3 mmol) at 80° C., and the mixture was stirred at 80° C. for 17 hrs. The solvent was evaporated under reduced pressure. The residue was dissolved in water and the solution was acidified by adding 1N hydrochloric acid. The insoluble materials were filtered off and dried to give the title compound (1.73 g) as a pale-brown powder.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. additionby adding 1N hydrochloric acid
  4. filtrationThe insoluble materials were filtered off
  5. customdried

Sources & evidence

ORD record
ord-a90d447d5d524a98a661fb371990aede
Source dataset
uspto-grants-2007_02
Patent number
US07183415B2

Linked notes

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