Potassium Hydroxide → [3-(5-Bromofuran-2-yl)phenyl]methanol

HRID 2295855Notes

Reaction equation

HRID 2295855 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]2[O:16][C:15]([Br:17])=[CH:14][CH:13]=2)[CH:7]=1)(=O)C.[OH-].[K+]>CO.O.[Cl-].[Na+]>[Br:17][C:15]1[O:16][C:12]([C:8]2[CH:7]=[C:6]([CH2:5][OH:4])[CH:11]=[CH:10][CH:9]=2)=[CH:13][CH:14]=1

Participants

6

Reactant 2

HCID 14797Potassium HydroxideHCID 13243422HCID 13243422, compound

Product 1

HCID 13243423[3-(5-Bromofuran-2-yl)phenyl]methanolYield 88.1%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 5234Sodium ChlorideSolvent

Procedure

A solution of 3.8 g (0.013 mol) of 3-(2-bromo-5-furanyl)-phenylmethyl acetate and 0.85 g (0.019 mol) of potassium hydroxide in 100 mL of methanol was stirred for 75 minutes at ambient temperature. The reaction mixture was diluted with 200 mL of water, saturated with solid sodium chloride, and extracted with three portions of 150 mL each of chloroform. The combined extracts were dried with magnesium sulfate, filtered, and the filtrate concentrated under reduced pressure to give 2.9 g of 3-(2-bromo-5-furanyl)phenylmethanol.

Workup

  1. extractionextracted with three portions of 150 mL each of chloroform
  2. dry with materialThe combined extracts were dried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-16ea924b13414d3f90b695f4c10452c4
Source dataset
uspto-grants-1984_01
Patent number
US04426524

Reaction notes

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