Ethanol → 1-Hydroxymethyl-4-methoxymethoxy-5-methylnaphthalene

HRID 654680Notes

Reaction equation

HRID 654680 reaction equation
[BH4-].[Na+].C(O)C.[CH3:6][O:7][CH2:8][O:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][C:18]=2[CH3:20])[C:13]([CH:21]=[O:22])=[CH:12][CH:11]=1>O>[OH:22][CH2:21][C:13]1[C:14]2[C:19](=[C:18]([CH3:20])[CH:17]=[CH:16][CH:15]=2)[C:10]([O:9][CH2:8][O:7][CH3:6])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 4311764Sodium borohydrideHCID 14986453HCID 14986453, compound

Product 1

HCID 149864541-Hydroxymethyl-4-methoxymethoxy-5-methylnaphthaleneYield 92.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.23 g of sodium borohydride was added to an ethanol (100 ml) solution of 15 g of 4-methoxymethoxy-5-methyl-1-naphthalenecarbaldehyde at room temperature and agitated for 30 minutes. Water was added to the reaction solution and the resultant crystals were collected by filtration and dried to obtain 14 g of the captioned compound as light brown crystals.

Workup

  1. filtrationthe resultant crystals were collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-05e7d82d252b4c61b01856e029d81597
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

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