Phenylacetaldehyde → 1-Diphenylmethylamino-2-phenylethylphosphonous acid

HRID 1376424노트

반응식

HRID 1376424 반응식
[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

참가 물질

8

반응물 4

HCID 998PhenylacetaldehydeHCID 7036BenzhydrylamineHCID 4124402Phosphinic AcidHCID 178527061HCID 178527061, 화합물

생성물 1

HCID 229165271-Diphenylmethylamino-2-phenylethylphosphonous acid

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매HCID 312751,4-Dioxane용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-87775f60384a426d83efd23472136c59
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663139

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