Hexane → 3-(3,4-Dimethyl-benzoyl)-1H-quinolin-4-one

HRID 226921

반응식

HRID 226921 반응식
CO[C:3](=[O:23])[C:4]([C:13](=[O:22])[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[C:16]([CH3:21])[CH:15]=1)=[CH:5][NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.CCCCCC>C1(OC2C=CC=CC=2)C=CC=CC=1>[CH3:21][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[CH3:20])[C:13]([C:4]1[C:3](=[O:23])[C:8]2[C:7](=[CH:12][CH:11]=[CH:10][CH:9]=2)[NH:6][CH:5]=1)=[O:22]

참가 물질

4

반응물 2

HCID 8058HexaneHCID 178500752methyl 3-anilino-2-(3,4-dimethylbenzoyl)prop-2-enoate

생성물 1

HCID 577545153-(3,4-Dimethyl-benzoyl)-1H-quinolin-4-one수율 80.7%

시약·촉매·용매 1

HCID 7583Diphenyl Ether용매

실험 절차

2-(3,4-dimethyl-benzoyl)-3-phenylamino-acrylic acid methyl ester 2a(7.00 g, 22.6 mmol) (prepared as described by Silin, O. V.; et al. Heterocycles, 2004, 63, 1883-90) was heated at 260° C. in 150 mL of diphenyl ether for 6 h, then cooled down and 100 mL of hexane was added to the reaction solution. The mixture was filtered and the solid was washed with hexane to give 5.06 g of 3-(3,4-Dimethyl-benzoyl)-1H-quinolin-4-one 3a as off-white crystals: LC-MSD, m/z for C18H15NO2 [M+H]+=278.4; HPLC retention time: 1.7 min.

후처리

  1. temperaturecooled down
  2. filtrationThe mixture was filtered
  3. washthe solid was washed with hexane

출처 및 근거

ORD 기록
ord-1357eeddc01b472194276bf80abbd290
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557213B2

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