Hydrogen Bromide → 7-Bromomethyl-4-chloroquinoline

HRID 1432860노트

반응식

HRID 1432860 반응식
O[CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[BrH:14].C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>O>[Br:14][CH2:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([Cl:13])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 260Hydrogen BromideHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 22054610(4-Chloroquinolin-7-yl)methanol

생성물 1

HCID 217084447-Bromomethyl-4-chloroquinoline

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
120 °C

실험 절차

7-Hydroxymethyl-4-chloroquinoline (0.2 g, 0.97 mmol) is treated with 48% HBr and heated to 120° C. for 1 hours. The resulting solution is cooled with ice, diluted with water and treated with ethyl acetate and sodium bicarbonate until basic to pH paper. The layers are separated and the organic layer is washed with water, dried (Na2SO4) and concentrated to give 7-bromomethyl-4-chloroquinoline (0.23 g, 0.9 mmol). MS m/z: M+=255; 1H NMR (CDCl3, 300 MHz) δ8.75 (d, 1H), 8.25 (d, 1H), 8.1 (s, 1H), 7.7 (d, 1H), 7.5 (d, 1H), 4.7 (s. 2H).

후처리

  1. temperatureThe resulting solution is cooled with ice
  2. customThe layers are separated
  3. washthe organic layer is washed with water
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7e513432a62145fcb51534cc32fb97d8
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612075B2

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