2-Methyl-2-phenylpent-4-enal → 2-Methyl-2-phenylpent-4-en-1-ol

HRID 464801Notes

Reaction equation

HRID 464801 reaction equation
[C:1]1([C:7]2([CH3:14])[CH2:11][O:10][C:9](C)([CH3:12])[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CC(C1C=CC=CC=1)(CC=C)C=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>CCOCC>[CH3:14][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([CH2:8][CH:9]=[CH2:12])[CH2:11][OH:10]

Participants

5

Reactant 3

HCID 911772-Methyl-2-phenylpent-4-enalHCID 20262662HCID 20262662, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 30190612-Methyl-2-phenylpent-4-en-1-olYield 96%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Following the procedure of part (a) of Example I a 400 g sample of 2-methyl-2-phenyl-4-pentenal was reduced with 30 g of lithium aluminum hydride in 1200 ml of anhydrous ether. Usual workup and distillation afforded 386 g (96% yield) of the desired 2-methyl-2-phenyl-4-penten-1-ol (bp 112°-114° C./0.5 mm Hg) with a purity of 97%.

Workup

  1. distillationUsual workup and distillation

Sources & evidence

ORD record
ord-4955e48d50034fce96cd5a9c8683bc0e
Source dataset
uspto-grants-1985_10
Patent number
US04549029

Reaction notes

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