Water → HCID 68446011, 화합물

HRID 502939노트

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HRID 502939 반응식
[C:1]([C:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].[F:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28]Br)=[CH:24][CH:23]=1.O>CN(C=O)C>[F:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][N:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:13](=[O:14])[C:4]([C:1](=[O:3])[CH3:2])=[CH:5]2)=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 680214-Fluorobenzyl bromideHCID 2450413-Acetylquinolin-4(1H)-one

생성물 1

HCID 68446011HCID 68446011, 화합물수율 65%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A solution of 3-acetyl-4(1H)-quinolinone (1a) (0.8 g, 45 mmol) in dry DMF (40 mL) was treated with anhydrous K2CO3 (0.86 g, 62 mmol) and 4-fluorophenylmethylbromide (2.46 g, 13 mmol) and the resulting suspension was stirred for 1.5 hours at 100° C. After cooling, water was added (100 mL) and the precipitate that formed was filtered, washed with water, light petroleum ether in turn and then dried under IR lamp to provided compound 2a (0.86 g, 65%); mp 213-214° C. (toluene). Analogs 2b (R1═C1, R2═H) and 2c (R1═H, R2═Cl) were similarly prepared by this method. Compound 2b: 92% yield; mp 214-216° C. (toluene/cyclohexane); compound 2c: 73% yield; mp 185-187° C. (toluene/cyclohexane).

후처리

  1. temperatureAfter cooling
  2. customthe precipitate that formed
  3. filtrationwas filtered
  4. washwashed with water, light petroleum ether in turn
  5. customdried under IR lamp

출처 및 근거

ORD 기록
ord-a67cb562089d4ac4b2212a0c9be62932
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776883B2

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