Salicylaldehyde → 2-(4-Fluoro-2-nitrophenoxy)benzaldehyde

HRID 1464438

反応式

HRID 1464438 の反応式
[H-].[Na+].[CH:3](=[O:11])[C:4]1[C:5](=[CH:7][CH:8]=[CH:9][CH:10]=1)[OH:6].F[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[N+:20]([O-:22])=[O:21]>CN(C)C=O>[F:19][C:16]1[CH:17]=[CH:18][C:13]([O:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[CH:3]=[O:11])=[C:14]([N+:20]([O-:22])=[O:21])[CH:15]=1

参加物

5

反応物 3

HCID 6998SalicylaldehydeHCID 24758Sodium hydrideHCID 677672,5-Difluoronitrobenzene

生成物 1

HCID 224840602-(4-Fluoro-2-nitrophenoxy)benzaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
50 °C

実験手順

Sodium hydride (1.66 g) was added in portions to a stirred solution of salicylaldehyde (8.06 g) in N,N-dimethylformamide (100 mL) under nitrogen. To the resulting yellow solution was added 2,5-difluoro-1-nitrobenzene (10.0 g) and N,N-dimethylformamide (10 mL). The reaction was heated at 50° C. for 18 hours and evaporated under vacuum. The oily mixture was taken up in chloroform, and washed with 1 M NaOH, water, 1 M HCl, and brine, dried over magnesium sulfate, and evaporated under vacuum to an orange oil. The oil was treated with ethyl ether, cooled in an ice bath, and the precipitated product was collected by filtration to yield the title compound as white crystals. Mp: 94°-95° C.

後処理

  1. customevaporated under vacuum
  2. washwashed with 1 M NaOH, water, 1 M HCl, and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated under vacuum to an orange oil
  5. additionThe oil was treated with ethyl ether
  6. temperaturecooled in an ice bath
  7. filtrationthe precipitated product was collected by filtration

出典と根拠

ORDレコード
ord-4bc825cd78374e75817ea559babc00f8
出典データセット
uspto-grants-1994_04
特許番号
US05304644

関連ノート

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