p-Toluenesulfonic acid → Triphenylphosphine Oxide

HRID 1252628

반응식

HRID 1252628 반응식
C1(C)C=CC(S(O)(=O)=[O:8])=CC=1.O[CH:13]([C:16]1[NH:17][CH:18]=[C:19]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:20](=[O:22])[CH:21]=1)OC.[C:31]([CH:36]=[P:37]([C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1)([C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1)[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)([O:33][CH2:34][CH3:35])=[O:32]>O1CCOCC1>[O:22]=[C:20]1[C:19]([O:23][CH2:24][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)=[CH:18][NH:17][C:16]([CH:13]=[CH:36][C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:21]1.[C:50]1([P:37](=[O:8])([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1

참가 물질

6

반응물 3

HCID 6101p-Toluenesulfonic acidHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 141825172-(1-hydroxy-1-methoxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinone

생성물 2

HCID 13097Triphenylphosphine OxideHCID 867421683-[1,4-Dihydro-4-oxo-5-(phenylmethoxy)-2-pyridinyl]-2-propenoic acid, ethyl ester

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

0.5 g of p-toluenesulfonic acid, 6.26 g of 2-(1-hydroxy-1-methoxymethyl)-5-(phenylmethoxy)-4(1H)-pyridinone and 8.35 g of carbethoxymethylenetriphenylphosphorane were stirred for 3 hours in 100 ml of dioxane at 70° C. A clear, dark-colored solution was formed. Evaporation of the solvent in vacuo yielded an oily residue of the title compound and triphenylphosphine oxide. The residue was dissolved in 30 ml of isopropanol and crystals of product began to separate. After standing in a refrigerator overnight, the crystals were filtered off, washed with ether and recrystallized from isopropanol. Yield: 5.72 g, melting point 188° C.

후처리

  1. customA clear, dark-colored solution was formed
  2. customEvaporation of the solvent in vacuo

출처 및 근거

ORD 기록
ord-a908bb603e0146ed9a83ce1678d4b7aa
출처 데이터셋
uspto-grants-1988_05
특허 번호
US04743685

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