(Triphenylphosphoranylidene)acetaldehyde → 5,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienal

HRID 974491ノート

反応式

HRID 974491 の反応式
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[F:26])=[C:10]([C:13]1[N:17]([CH3:18])[N:16]=[N:15][N:14]=1)[CH:11]=O.C1(P(=[CH:46][CH:47]=[O:48])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:19]1[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][C:20]=1[F:26])=[C:10]([C:13]1[N:17]([CH3:18])[N:16]=[N:15][N:14]=1)[CH:11]=[CH:46][CH:47]=[O:48]

参加物

4

反応物 2

HCID 75051(Triphenylphosphoranylidene)acetaldehydeHCID 147239943,3-Bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenal

生成物 1

HCID 542073765,5-Bis(2-fluoro-4-methylphenyl)-4-(1-methyl-1H-tetrazol-5-yl)-2,4-pentadienal収率 89.9%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 3,3-bis(2-fluoro-4-methylphenyl)-2-(1-methyl-1H-tetrazol-5-yl)-2-propenal (1.35 g, 3.8 mmoles) and triphenylphosphoranylidene acetaldehyde (1.16 g, 3.8 mmoles) in benzene was heated at reflux for 3 hours. The solvent was removed and the residue purified by column chromatography on silica gel eluting with 1% (v/v) methanol in methylene chloride. The fractions containing material having Rf =0.9 [methanol-methylene chloride; 1.20 (v/v)] were combined and concentrated to give 1.3 g of the title compound; m.p.=88°-108° C.

後処理

  1. temperatureat reflux for 3 hours
  2. customThe solvent was removed
  3. customthe residue purified by column chromatography on silica gel eluting with 1% (v/v) methanol in methylene chloride
  4. additionThe fractions containing material
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-ab43328880904e13ae634977a4284a12
出典データセット
uspto-grants-1991_11
特許番号
US05068346

反応ノート

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