Diphenylacetic Acid → beta-Phenylphenethyl alcohol

HRID 1677852Notes

Reaction equation

HRID 1677852 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[C:7]1([CH:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14](O)=[O:15])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(OCC)C>[C:17]1([CH:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:14][OH:15])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 8333Diphenylacetic AcidHCID 21226445Aluminium lithium hydride

Product 1

HCID 74662beta-Phenylphenethyl alcoholYield 86%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To lithium aluminum hydride (2.85 g, 23.56 mmol) in anhydrous diethyl ether (150 mL) was added, as a powder, diphenylacetic acid (5.0 g, 56 mmol). The resulting reaction mixture was gently refluxed for one hour. The reaction was quenched with sodium sulfate saturated aqueous solution and the resulting precipitate was filtered off. The filtrate was concentrated in vacuo to yield 4.0 g (86% yield) of the title compound.

Workup

  1. customThe resulting reaction mixture
  2. temperaturewas gently refluxed for one hour
  3. customThe reaction was quenched with sodium sulfate saturated aqueous solution
  4. filtrationthe resulting precipitate was filtered off
  5. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-74a9aa60d81044a9a844b773fe82905f
Source dataset
uspto-grants-2011_08
Patent number
US08008342B2

Reaction notes

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