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1,3-Diphenyl-2-propanone → 3,5-diphenyl-4(1H)-pyridone

HRID 225098
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반응식

HRID 225098 반응식
[Na][Na].O[CH:4]=[C:5]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:6](=[O:16])[C:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[CH:8]O.C1(CC(=O)CC2C=CC=CC=2)C=CC=CC=1.C(OCC)=O.C[O-].[Na+].CC(=O)C=C=C.C1(C2C(=O)C(C3C=CC=CC=3)=COC=2)C=CC=CC=1.O1C=CC=CC1=O.C([O-])(=O)C.[NH4+:83]>>[C:17]1([C:5]2[C:6](=[O:16])[C:7]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][NH:83][CH:4]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 9

HCID 75931,3-Diphenyl-2-propanoneHCID 8025Ethyl formateHCID 681542H-Pyran-2-oneHCID 141233DisodiumHCID 2821893,5-diphenyl-4H-pyran-4-oneHCID 517165Ammonium AcetateHCID 109313673,4-Pentadien-2-one
HCID 10942334
Sodium Methoxide
HCID 705837841,5-Dihydroxy-2,4-diphenyl-1,4-pentadien-3-one

생성물 1

HCID 124666803,5-diphenyl-4(1H)-pyridone

실험 절차

The compounds of this invention can be prepared by various synthetic routes. Benary and Bitter, Ber. 61, 1058 (1928) taught the synthesis of an intermediate disodium salt of 1,5-dihydroxy-2,4-diphenyl-1,4-pentadien-3-one by the condensation of 1,3-diphenyl-2-propanone with ethyl formate in the presence of sodium methoxide. The intermediate pentadienone is neutralized by strong acid and forms 3,5-diphenyl-4-pyrone. Reaction of the pyrone with ammonium acetate at an elevated temperature produces 3,5-diphenyl-4(1H)-pyridone.

후처리

  1. customThe compounds of this invention can be prepared by various synthetic routes

출처 및 근거

ORD 기록
ord-71f7ef29a27d43e28876c9581594424d
출처 데이터셋
uspto-grants-1980_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04235619

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