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

HRID 233277노트

반응식

HRID 233277 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6aabd8c155814be78b354befd4efde41
출처 데이터셋
uspto-grants-1997_01
특허 번호
US05591862

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