Water → 6-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-one

HRID 1774843노트

반응식

HRID 1774843 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[NH:8][C:7](=[O:13])[CH2:6][CH2:5]2.[CH3:14]C(C)([O-])C.[K+].CI.O>CN(C=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([Cl:12])[CH:11]=1)[N:8]([CH3:14])[C:7](=[O:13])[CH2:6][CH2:5]2

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 23665647Potassium tert-butoxideHCID 709797726-Bromo-8-chloro-3,4-dihydroquinolin-2(1H)-one

생성물 1

HCID 722082846-Bromo-8-chloro-1-methyl-1,2,3,4-tetrahydroquinolin-2-one수율 45%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 6-bromo-8-chloro-3,4-dihydro-1H-quinolin-2-one (7.0 g, 26.9 mmol) in DMF (100 mL) was treated with potassium tert-butoxide (6.0 g, 53.8 mmol) at 0° C. portionwise. The resulting mixture was stirred at 0° C. for 30 minutes before methyl iodide (5.0 g, 35.0 mmol) was added. After stirred for 12 hours, the reaction mixture was treated with water, extracted with EtOAc, washed with water and brine in sequence, and dried over anhydrous Na2SO4. After removal of solvent under reduced pressure, the crude product (3.3 g, 45%) was obtained as a white solid.

후처리

  1. additionwas added
  2. extractionextracted with EtOAc
  3. washwashed with water and brine in sequence
  4. dry with materialdried over anhydrous Na2SO4
  5. customAfter removal of solvent under reduced pressure

출처 및 근거

ORD 기록
ord-a2ef4ba7dac3402da01744e0d06b57f5
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260408B2

반응 노트

불러오는 중…