Dimethylformamide → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanide

HRID 233277ノート

反応式

HRID 233277 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Cl)=[CH:18][CH:17]=1.[C-]#N.[K+].[CH3:27][N:28](C)C=O>O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][C:27]#[N:28])=[CH:18][CH:17]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 118095944-[2-(4-Chloromethylphenoxy)ethyl]-5-methyl-2-phenyloxazole

生成物 1

HCID 109471004-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanide収率 81%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
60 °C

実験手順

A mixture of 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl chloride (6.4 g), powdered potassium cyanide (4.0 g) and N,N-dimethylformamide (50 ml) was stirred for two hours at 60° C. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off to leave 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanide (5.2 g, 81%). The product was recrystallized from ethyl acetate--hexane to afford colorless needles, m.p.109°-110° C.

後処理

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-6aabd8c155814be78b354befd4efde41
出典データセット
uspto-grants-1997_01
特許番号
US05591862

反応ノート

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