Carbon tetrabromide → 3-(Bromomethyl)-2-methoxypyridine

HRID 1972651ノート

反応式

HRID 1972651 の反応式
[CH3:1][O:2][C:3]1[C:8]([CH2:9]O)=[CH:7][CH:6]=[CH:5][N:4]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:31]>C(Cl)Cl>[Br:31][CH2:9][C:8]1[C:3]([O:2][CH3:1])=[N:4][CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 10630565(2-Methoxypyridin-3-yl)methanol

生成物 1

HCID 575745123-(Bromomethyl)-2-methoxypyridine収率 67.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a 100-mL round-bottomed flask was added (2-methoxy-3-pyridinyl)methanol (1.12 g, 8.05 mmol), triphenylphosphine (2.32 g, 8.85 mmol, Aldrich, St. Louis, Mo.) and carbon tetrabromide (0.86 mL, 8.85 mmol, Aldrich, St. Louis, Mo.) in DCM (20 mL). The reaction mixture was stirred at room temperature for 3 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography, eluting with 20% EtOAc/hexanes to give 3-(bromomethyl)-2-methoxypyridine (1.10 g) as a colorless oil.

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel chromatography
  3. washeluting with 20% EtOAc/hexanes

出典と根拠

ORDレコード
ord-a5944d691ad04f7299c933935d6813ce
出典データセット
uspto-grants-2013_04
特許番号
US08431563B2

反応ノート

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