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

HRID 385807ノート

反応式

HRID 385807 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-21b2ff68390e43bca80ee7e83ad21641
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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