2-Naphthol → 2-(2-Naphthoxy)ethanol

HRID 443635

Reaction equation

HRID 443635 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, m.p. 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, m.p. 65°-70° C.

Sources & evidence

ORD record
ord-e44b96c5bbf042d2aa00fb49b8d546f4
Source dataset
uspto-grants-1981_04
Patent number
US04260816

Linked notes

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