Formaldehyde → 1-Benzyl-5-hydroxymethyl-1H-imidazole

HRID 1578319

Reaktionsgleichung

Reaktionsgleichung von HRID 1578319
[CH2:1]([N:8]1[C:12]([C:13](OC)=[O:14])=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C=O>O>[CH2:1]([N:8]1[C:12]([CH2:13][OH:14])=[CH:11][N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 96879Methyl 1-(phenylmethyl)-1H-imidazole-5-carboxylate

Produkt 1

HCID 27732351-Benzyl-5-hydroxymethyl-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a suspension of 2.16 g (0.01 mol) of 1-benzyl-5-carbmethoxyimidazole in 5 ml of water are succesively added 0.8 g (0.02 mol) of sodium hydroxide and 4 ml of ~37% aqueous formaldehyde. The resultant mixture is heated to reflux for 2 hours. After completion of the reaction, the solvent is stripped off, and the residual solid is extracted with ethyl acetate. The ethyl acetate extract is concentrated to give 1-benzyl-5-hydroxymethylimidazole as a solid, m.p. 138°-140° C.

Aufarbeitung

  1. temperatureto reflux for 2 hours
  2. customAfter completion of the reaction
  3. extractionthe residual solid is extracted with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. concentrationis concentrated

Quellen und Nachweise

ORD-Eintrag
ord-11f08b487b174a24837c3aaaca756f98
Quelldatensatz
uspto-grants-1981_09
Patentnummer
US04292431

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