Water → 6-Bromo-7-chloro-1-methyl-3,4-dihydro-1H-quinolin-2-one

HRID 1774834노트

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HRID 1774834 반응식
[CH3:1]C(C)([O-])C.[K+].[Br:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[Cl:18])[NH:14][C:13](=[O:19])[CH2:12][CH2:11]2.CI.O>CN(C=O)C>[Br:7][C:8]1[CH:9]=[C:10]2[C:15](=[CH:16][C:17]=1[Cl:18])[N:14]([CH3:1])[C:13](=[O:19])[CH2:12][CH2:11]2

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 709793626-Bromo-7-chloro-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 866791856-Bromo-7-chloro-1-methyl-3,4-dihydro-1H-quinolin-2-one수율 90%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
0 °C

실험 절차

Potassium tert-butoxide (0.45 g, 4.0 mmol) was added to a solution of 6-bromo-7-chloro-3,4-dihydro-1H-quinolin-2-one (0.52 g, 2.0 mmol) in DMF (5 mL) at 0° C. Then, the reaction mixture was stirred at 0° C. for 30 min and methyl iodide (0.18 g, 1.29 mmol) was added. The resulting mixture was stirred for 2 hours before water was added. After extraction of the reaction mixture with EtOAc, the organic layer was washed with water and brine in sequence. Then, it was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure to give a crude product (0.49 g, 90%) as a white solid. MS: 274.0 (M+H+)+.

후처리

  1. additionwas added
  2. extractionAfter extraction of the reaction mixture with EtOAc
  3. washthe organic layer was washed with water and brine in sequence
  4. dry with materialThen, it was dried over anhydrous Na2SO4
  5. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-3be3bf3437ab4d629f6cf74ce3801838
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260408B2

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