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

HRID 1774843

反応式

HRID 1774843 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a2ef4ba7dac3402da01744e0d06b57f5
出典データセット
uspto-grants-2016_02
特許番号
US09260408B2

関連ノート

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