Phenylacetaldehyde → 1-Diphenylmethylamino-2-phenylethylphosphonous acid

HRID 1376424ノート

反応式

HRID 1376424 の反応式
[C:1]1([CH2:7][CH:8]=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]1([CH:16]([NH:23]P([O-])=O)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C1(C(N)C2C=CC=CC=2)C=CC=CC=1.[PH2:41]([OH:43])=[O:42]>O1CCOCC1.C(O)C.O>[C:17]1([CH:16]([NH:23][CH:8]([P:41]([OH:43])[OH:42])[CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

参加物

8

反応物 4

HCID 998PhenylacetaldehydeHCID 7036BenzhydrylamineHCID 4124402Phosphinic AcidHCID 178527061HCID 178527061、化合物

生成物 1

HCID 229165271-Diphenylmethylamino-2-phenylethylphosphonous acid

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of 17.59 g (0.124 mol) of phenyl acetaldehyde in 20 ml of dioxane is slowly added dropwise to a suspension, which is heated at 100° C. under argon, of 31.85 g (0.124 mol) of diphenylmethylaminohypophosphite in 350 ml of dioxane, prepared by mixing equimolar quantities of diphenylmethylamine and hypophosphorous acid (100%) in ethanol. The reaction solution is stirred at this temperature for 1 h. The water of reaction which has formed is removed by azeotropic distillation using 280 ml of dioxane. Once the reaction solution has been cooled down and diluted with 150 ml of ethanol, the product, which slowly precipitates out, is filtered off with suction, washed with ethanol/diethyl ether and dried over P2O5. Yield: 9.84 g (22.5%); m.p.: 209°-211° C.; MS: 352 (M+H)+ ; 286; 167.

後処理

  1. customprepared
  2. customhas formed
  3. customis removed by azeotropic distillation
  4. temperatureOnce the reaction solution has been cooled down
  5. additiondiluted with 150 ml of ethanol
  6. customthe product, which slowly precipitates out
  7. filtrationis filtered off with suction
  8. washwashed with ethanol/diethyl ether
  9. dry with materialdried over P2O5

出典と根拠

ORDレコード
ord-87775f60384a426d83efd23472136c59
出典データセット
uspto-grants-1997_09
特許番号
US05663139

反応ノート

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