2-Naphthol → 2-(2-Naphthoxy)ethanol

HRID 2051891Notes

Reaction equation

HRID 2051891 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[OH:11].Br[CH2:13][CH2:14][OH:15].C[O-].[Na+]>C(O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[O:11][CH2:13][CH2:14][OH:15]

Participants

5

Reactant 3

HCID 86632-NaphtholHCID 108982-BromoethanolHCID 10942334Sodium Methoxide

Product 1

HCID 71312-(2-Naphthoxy)ethanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 14.4 g of 2-naphthol, 12.1 g of 2-bromoethanol and 5.9 g of sodium methoxide in 100 ml of ethanol is allowed to stand two days at room temperature. The solvent is removed under vacuum and the residue extracted with ether. The ether extract is washed with water dried (magnesium sulfate) and the solvent removed under vacuum to give crystals, mp 65°-70° C.

Workup

  1. customThe solvent is removed under vacuum
  2. extractionthe residue extracted with ether
  3. extractionThe ether extract
  4. washis washed with water
  5. dry with materialdried (magnesium sulfate)
  6. customthe solvent removed under vacuum
  7. customto give crystals, mp 65°-70° C.

Sources & evidence

ORD record
ord-d992e7f9e0c844f58474c5af489c04d0
Source dataset
uspto-grants-1980_01
Patent number
US04182776

Reaction notes

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