Triethylamine → P,P-Diphenyl-N-(phenylmethylene)phosphinic amide

HRID 266664ノート

反応式

HRID 266664 の反応式
[CH:1](=[N:8]O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:17]1([P:23](Cl)([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl>[C:17]1([P:23]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])[N:8]=[CH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12143(Z)-Benzaldehyde oximeHCID 73910Diphenylphosphinic chloride

生成物 1

HCID 608413P,P-Diphenyl-N-(phenylmethylene)phosphinic amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-50 °C

実験手順

A dry 250 mL 3-necked round bottom flask, fitted with a magnetic stir bar, addition funnel and thermometer, was charged with benzaldehyde oxime (38 mmol) dissolved in petroleum ether (40 mL) and methylene chloride (40 mL) along with triethylamine (38 mmol). The flask was cooled, under an atmosphere of nitrogen, to -50° C. with a Dry Ice-chloroform bath. The addition funnel was charged with diphenylphosphinyl chloride (37 mmol) dissolved in methylene chloride (10 mL) and this solution was slowly dropped into the flask ensuring that the reaction temperature did not rise above -25° C. White precipitate formation was observed. Once the addition was complete the reaction temperature was naturally allowed to rise to room temperature over a period of 2 hours. The reaction mixture was filtered to remove the precipitate and the filtrate was concentrated by rotary evaporation which yielded a yellow oil which solidified upon standing. The structure of the product is detailed below. ##STR8##

後処理

  1. customA dry 250 mL 3-necked round bottom flask, fitted with a magnetic stir bar, addition funnel
  2. additionthis solution was slowly dropped into the flask
  3. customdid not rise above -25° C
  4. additionOnce the addition
  5. filtrationThe reaction mixture was filtered
  6. customto remove the precipitate
  7. concentrationthe filtrate was concentrated by rotary evaporation which
  8. customyielded a yellow oil which

出典と根拠

ORDレコード
ord-bb18bc54e42742c8bd08f38804c42486
出典データセット
uspto-grants-1997_07
特許番号
US05652207

反応ノート

読み込み中…