Water → HCID 12799247, compound

HRID 2080045Notes

Reaction equation

HRID 2080045 reaction equation
[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=[O:12])=[CH:5][CH:4]=1.[BH4-].[Na+].[OH-].[Na+].O>CO.C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:9]=[C:10]([CH2:11][OH:12])[CH:13]=[CH:14][CH:15]=2)=[CH:5][CH:4]=1

Participants

7

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 1235533-(4-Methoxyphenoxy)benzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 12799247HCID 12799247, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

To a solution of 3-(4-methoxyphenoxy)benzaldehyde (5.0 g, 21.9 mmol) in methanol (35 mL) was added a solution of sodium borohydride (0.86 g, 22.8 mmol) in an aqueous solution of 2N sodium hydroxide (2.5 mL), and the mixture was stirred at room temperature for 30 minutes. Water was added to the reaction mixture, which was neutralized with acetic acid, then, extracted with ethyl acetate, washed with brine, then, dried over anhydrous magnesium sulfate, and the solvent was evaporated to obtain (3-(4-methoxy-phenoxy)-phenyl)-metanol (5.3 g, quantitatively) as a colorless oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-af2b0f6e997244ad81b73c229a246404
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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