Water → 2-Phenoxybenzyl alcohol

HRID 618755Notes

Reaction equation

HRID 618755 reaction equation
[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](O)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C1COCC1>[O:1]([C:8]1[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=1[CH2:10][OH:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 752372-Phenoxybenzoic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 36601112-Phenoxybenzyl alcoholYield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-Phenoxybenzoic acid (2.5 g, 11.7 mmol) was dissolved in THF and added dropwise over 15 min to a solution of lithium aluminum hydride (443 mg, 11.7 mmol) in THF. After 5 min, water (0.44 mL) was added slowly, followed by 15% aqueous NaOH (0.44 mL) and water (1.33 mL). The solid was removed by vacuum filtration and the filtrate was concentrated to give the title compound (2.1 g, 90%).

Workup

  1. customThe solid was removed by vacuum filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4b8bb9138793458c9e679f14a139694b
Source dataset
uspto-grants-1999_09
Patent number
US05955492

Reaction notes

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