Methyl 4-(benzyloxy)-2-methylbenzoate → (4-(Benzyloxy)-2-methylphenyl)methanol

HRID 564991Notes

Reaction equation

HRID 564991 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([O:14][C:15]1[CH:24]=[CH:23][C:18]([C:19](OC)=[O:20])=[C:17]([CH3:25])[CH:16]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>O1CCCC1>[CH2:7]([O:14][C:15]1[CH:24]=[CH:23][C:18]([CH2:19][OH:20])=[C:17]([CH3:25])[CH:16]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 21194710Methyl 4-(benzyloxy)-2-methylbenzoateHCID 21226445Aluminium lithium hydride

Product 1

HCID 23077848(4-(Benzyloxy)-2-methylphenyl)methanolYield 0.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A suspension of 0.11 g (2.93 mmol) of lithium aluminum hydride in 20 ml of tetrahydrofuran was cooled to 0° C. A solution of 0.75 g (2.93 mol) of methyl 4-benzyloxy-2-methylbenzoate in 20 ml of tetrahydrofuran was added dropwise to the suspension at DOC. After stirring at 0° C. for 2 hours, the reaction mixture was treated in a conventional manner to give 0.66 g of 4-benzyloxy-2-methylbenzyl alcohol.

Workup

  1. additionthe reaction mixture was treated in a conventional manner

Sources & evidence

ORD record
ord-5c5ee67429b34a8ab831d3b07564fe0c
Source dataset
uspto-grants-2001_01
Patent number
US06169107A

Reaction notes

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