Diphenyl Ether → Ethyl 6-methyl-5-phenyl-4-oxonicotinate

HRID 986589

반응식

HRID 986589 반응식
[NH2:1][CH:2]=[C:3]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[C:4]([O:6]CC)=O.CO[C:16](OC)([CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH3:17].C1(OC2C=CC=CC=2)C=CC=CC=1>O>[CH3:17][C:16]1[N:1]=[CH:2][CH:3]([C:4](=[O:6])[C:18]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10]

참가 물질

5

반응물 3

HCID 7583Diphenyl EtherHCID 226751Diethyl (aminomethylidene)propanedioateHCID 12282854Benzene, (2,2-dimethoxypropyl)-

생성물 1

HCID 67483630Ethyl 6-methyl-5-phenyl-4-oxonicotinate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

25 g. of diethyl aminomethylenemalonate, 18 g. of phenylacetone dimethylketal, 300 ml. of dry diphenyl ether and 1.0 g. of TSA.H2O were mixed and heated under a nitrogen atmosphere at 135°-145° C. for three hours. The mixture was then brought to reflux. After 30 minutes the solution was cooled and extracted with 200 ml. of 21/2% aqueous NaOH solution. The basic extracts were acidified yielding a precipitate of ethyl 6-methyl-5-phenyl-4-oxonicotinate. Recrystallization of this material from methylene chloride/ether provided 12.3 g. of white solid, m.p.=178°-180° C.

후처리

  1. temperatureheated under a nitrogen atmosphere at 135°-145° C. for three hours
  2. temperatureto reflux
  3. temperatureAfter 30 minutes the solution was cooled
  4. extractionextracted with 200 ml

출처 및 근거

ORD 기록
ord-23a95f131ca541c58acac5abcdae4608
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04714492

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