Sodium Hydroxide → 2-Naphthalenemethanol, 6-methyl-

HRID 1288568Notes

Reaction equation

HRID 1288568 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[C:13]([C:18](O)=[O:19])[CH:12]=[CH:11]2.[OH-].[Na+]>CCOCC>[CH3:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][CH:17]=1)[CH:14]=[C:13]([CH2:18][OH:19])[CH:12]=[CH:11]2

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 8168436-Methylnaphthalene-2-carboxylic acidHCID 21226445Aluminium lithium hydride

Product 1

HCID 30150422-Naphthalenemethanol, 6-methyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a suspension of 2.7 g. of lithium aluminum hydride in 75 ml. of dry ether is added dropwise a solution containing 5.5 g. of 6-methyl-2-naphthoic acid in 75 ml. of dry ether. The mixture is refluxed for three hours, cooled, and treated with 10% sodium hydroxide solution. The mixture is then filtered and dried to yield 6-methyl-2-naphthalenemethanol.

Workup

  1. additionTo a suspension of 2.7 g
  2. additioncontaining 5.5 g
  3. temperatureThe mixture is refluxed for three hours
  4. temperaturecooled
  5. filtrationThe mixture is then filtered
  6. customdried

Sources & evidence

ORD record
ord-27060e4ca05c4ba598d92e877bac7ce5
Source dataset
uspto-grants-1976_10
Patent number
US03988457

Reaction notes

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