تفاعل #465417

ord-c18ec05eb7fd403ba40c404e2f0ea3b0

معادلة التفاعل

CCCCn1cnc(CO)c1-c1ccc(OC)cc1OCOC
1-n-butyl-4-hydroxymethyl-5-(2-methoxymethoxy-4-methoxyphenyl)-1H-imidazole
CCCCn1cnc(C=O)c1-c1ccc(OC)cc1OCOC
title compound
المردود 98.2%
CCCCn1cnc(C=O)c1-c1ccc(OC)cc1OCOC
1-n-Butyl-5-(2-methoxymethoxy-4-methoxyphenyl)-1H-imidazole-4-carboxaldehyde
المردود 98.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe mixture was filtered
  2. 2
    أخرىthe filtrate was evaporated to dryness

الإجراء التجريبي

To a solution 1-n-butyl-4-hydroxymethyl-5-(2-methoxymethoxy-4-methoxyphenyl)-1H-imidazole (0.05 g, 0.16 mmol) in toluene (5 mL) was added manganese oxide (0.04 g, 0.47 mmol). The mixture was stirred for 5 h at room temperature. The mixture was filtered and the filtrate was evaporated to dryness. Flash column chromatography (1:4 ethyl acetate/hexane) of the residue afforded the title compound as an oil (0.05 g, 94%). 1H NMR (250 MHz, CDCl3)δ 9.65 (s, 1H), 7.58 (s, 1H), 7.13 (d, 1H), 6.80 (d, 1H), 6.65 (dd, 1H), 5.05 (s, 2H), 3.90 (s, 3H) 3.80 (t, 2H), 3.35 (s, 3H), 1.55 (quintet, 2H), 1.25 (quintet, 2H), 0.83 (t, 3H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06030970uspto-grants-2000_02