Реакция #65291

Уравнение реакции

potassium acetate

2-n-butyl-1-(4-carbomethoxy-3-methoxymethoxyphenyl)methyl-4-chloro-1H-imidazol-5-carboxaldehyde

→

product

Выход 87.0%

2-n-butyl-1-(4-carbomethoxy-3-methoxymethoxyphenyl)methyl-1-H-imidazol-5-carboxaldehyde

Выход 87.0%

Растворители

methanol

methanol

Условия реакции

Обработка

1. 1
   ФильтрацияThe solid was filtered
2. 2
   Концентрированиеthe filtrate was concentrated in vacuo
3. 3
   ДругоеThe residue was partitioned between diethyl ether and water
4. 4
   ДругоеThe layers were separated
5. 5
   Промывкаthe organic layer was washed with brine
6. 6
   Сушкаdried with magnesium sulfate
7. 7
   ДругоеThe solvent was removed in vacuo

Методика

To a suspension of 0.32 g of 10% palladium on carbon in 15 mL of methanol containing potassium acetate (0.813 g, 8.28 mmol) was added a solution of 2-n-butyl-1-(4-carbomethoxy-3-methoxymethoxyphenyl)methyl-4-chloro-1H-imidazol-5-carboxaldehyde (3.27 g, 8.28 mmol) in 60 mL of methanol. The reaction was hydrogenated at 4 psi for 40 minutes. The solid was filtered and the filtrate was concentrated in vacuo. The residue was partitioned between diethyl ether and water. The pH of the aqueous layer was adjusted to 7.5 with 5% sodium carbonate solution. The layers were separated and the organic layer was washed with brine and dried with magnesium sulfate. The solvent was removed in vacuo to give 2.59 g (87%) of product as an oil.

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