Water → 9-Bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one

HRID 44179

반응식

HRID 44179 반응식
[CH2:1]1[C:10]2[C:5]3=[C:6]([CH2:11][CH2:12][CH2:13][N:4]3[C:3](=[O:14])[CH2:2]1)[CH:7]=[CH:8][CH:9]=2.[Br:15]N1C(=O)CCC1=O.O.CC(C)=O.CCOCC>CN(C=O)C>[Br:15][C:8]1[CH:9]=[C:10]2[C:5]3=[C:6]([CH2:11][CH2:12][CH2:13][N:4]3[C:3](=[O:14])[CH2:2][CH2:1]2)[CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 67184N-bromobutanimideHCID 136945641,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-oneHCID 21584533Acetone diethylether

생성물 1

HCID 529370419-Bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one (9.1 g, 48.6 mmol) in 100 ml dry DMF was added dropwise a solution of N-bromosuccinimide (9.08 g, 51.0 mmol) in 150 ml dry DMF at 0° C. The mixture was stirred at 0° C. for 2 h, then 400 ml water was added and the solution was extracted with ethyl acetate (3×150 ml). The organic phase was washed with water (2×200 ml), then dried over MgSO4 and evaporated, affording a yellow solid, which was purified by crystallization from acetone/ether providing pure 9-bromo-1,2,6,7-tetrahydro-5H-pyrido[3,2,1-ij]quinolin-3-one (6.53, 24.5 mmol, 50%) as pale yellow needles.

후처리

  1. extractionthe solution was extracted with ethyl acetate (3×150 ml)
  2. washThe organic phase was washed with water (2×200 ml)
  3. dry with materialdried over MgSO4
  4. customevaporated
  5. customaffording a yellow solid, which

출처 및 근거

ORD 기록
ord-8b70a52ca51748fc840115cb32727ed2
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541404B2

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