Hydrochloric Acid → 3-Cyclobutoxy-phenol

HRID 497532Notes

Reaction equation

HRID 497532 reaction equation
[CH:1]1([O:5][C:6]2[CH:7]=[C:8]([O:12]C(=O)C)[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].Cl>CO>[CH:1]1([O:5][C:6]2[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=2)[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 20872617Acetic acid 3-cyclobutoxy-phenyl ester

Product 1

HCID 220584463-Cyclobutoxy-phenolYield 110.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Acetic acid 3-cyclobutoxy-phenyl ester (340 mg, 1.65 mmol) was dissolved in methanol (6 ml) and 1 M sodium hydroxide solution (2 ml, 2 mmol) was added. The reaction mixture was stirred at room temperature for 24 hours and then was acidified with 2 M hydrochloric acid. The reaction mixture was extracted with ethyl acetate and the organic solution was dried over magnesium sulphate and concentrated in-vacuo to give 3-cyclobutoxy-phenol (300 mg).

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. dry with materialthe organic solution was dried over magnesium sulphate
  3. concentrationconcentrated in-vacuo

Sources & evidence

ORD record
ord-2d91b7fbfddb4ee4950512002795fb82
Source dataset
uspto-grants-2005_09
Patent number
US06949573B2

Reaction notes

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