Formaldehyde → 1-(2-Ethyl-4-methylimidazolylmethyl)-2-naphthol

HRID 232815Notes

Reaction equation

HRID 232815 reaction equation
[CH2:1]([C:3]1[NH:4][CH:5]=[C:6]([CH3:8])[N:7]=1)[CH3:2].[CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:10]=1[OH:19].[CH2:20]=O>C(O)(C)C>[CH2:1]([C:3]1[NH:7][C:6]([CH2:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH:12]=[CH:11][C:10]=2[OH:19])=[C:5]([CH3:20])[N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 86632-NaphtholHCID 178437635HCID 178437635, compound

Product 1

HCID 1784376141-(2-Ethyl-4-methylimidazolylmethyl)-2-naphtholYield 85%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a 35% solution of 2-ethyl-4-methylimidazole (110g, 1 mole) and 2-naphthol (144 g, 1 mole) in isopropanol, formaline (37% aqueous solution, 1 mole of CH2O) is added over a period of 15 minutes at room temperature, followed by three hours of refluxing at 82°-84° C. The product (a white powder) is obtained in a yield of 85%, with a melting point of 166° C.

Workup

  1. temperatureof refluxing at 82°-84° C
  2. customThe product (a white powder) is obtained in a yield of 85%, with a melting point of 166° C.

Sources & evidence

ORD record
ord-738efcbc3eb245419d2f0d76fb30580d
Source dataset
uspto-grants-1997_01
Patent number
US05591811

Reaction notes

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