Sodium Nitrite → 1-(6-Bromopyridin-2-yl)-2-hydroxyethanone

HRID 385807노트

반응식

HRID 385807 반응식
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[N:6]=1)=[O:4].N([O-])=[O:13].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:11][C:7]1[N:6]=[C:5]([C:3](=[O:4])[CH2:2][OH:13])[CH:10]=[CH:9][CH:8]=1

참가 물질

5

반응물 2

HCID 23668193Sodium NitriteHCID 534075852-Bromo-1-(6-bromopyridin-2-yl)ethan-1-one

생성물 1

HCID 595256021-(6-Bromopyridin-2-yl)-2-hydroxyethanone

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-bromo-1-(6-bromopyridin-2-yl)ethanone (500 mg, 1.79 mmol) in dimethylformamide (11.5 mL) was added sodium nitrite (124 mg, 1.79 mmol). After 14 hours, the reaction was diluted with ethyl acetate (200 mL) and washed with saturated aqueous sodium bicarbonate (100 mL), water (2×100 mL), and brine (100 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated to give the title compound. 1H NMR (600 MHz, DMSO): δ 7.94 (m, 2H), 7.91 (m, 1H), 5.07 (t, J=5.9 Hz, 1H), 4.85 (d, J=5.9 Hz, 2H).

후처리

  1. washwashed with saturated aqueous sodium bicarbonate (100 mL), water (2×100 mL), and brine (100 mL)
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-21b2ff68390e43bca80ee7e83ad21641
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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