Phosphorus oxychloride → 3-(Benzyloxy)-5-bromo-2-chloropyridine

HRID 2307755

反応式

HRID 2307755 の反応式
[CH2:1]([O:8][C:9]1[CH:10]=[N+:11]([O-])[CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:19]>>[CH2:1]([O:8][C:9]1[C:10]([Cl:19])=[N:11][CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 582134893-(benzyloxy)-5-bromopyridine N-oxide

生成物 1

HCID 226075323-(Benzyloxy)-5-bromo-2-chloropyridine収率 40%

実験手順

A solution of 3-(benzyloxy)-5-bromopyridine N-oxide (2.0 g, 7.1 mmol) in POCl3 (20 mL) was stirred at 100° C. for 7 hours, cooled to room temperature, concentrated, treated with ethyl acetate (50 mL), washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexane to provide the desired product (1.0 g, 40%). MS (DCI/NH3) m/e 299 (M+H)+.

後処理

  1. concentrationconcentrated
  2. additiontreated with ethyl acetate (50 mL)
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-541a024c85cd4d3b81f065af2f5575d4
出典データセット
uspto-grants-2004_12
特許番号
US06831175B2

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