Carbon tetrabromide → 2-(Bromomethyl)-6-methylpyridine

HRID 79268

反応式

HRID 79268 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8]O)[CH:5]=[CH:4][CH:3]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Br)(Br)(Br)[Br:30]>ClCCl>[Br:30][CH2:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

参加物

5

反応物 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 707366-Methyl-2-pyridylmethanol

生成物 1

HCID 125437332-(Bromomethyl)-6-methylpyridine収率 66.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To an ice cooled a solution of (6-methylpyridin-2-yl)methanol (400 mg, 3.25 mmol) in dichloromethane (16 mL) under an atmosphere of dry nitrogen was added triphenylphosphine (1278 mg, 4.87 mmol) and carbon tetrabromide (1616 mg, 4.87 mmol). The mixture was stirred for 1 hour. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica, eluting with 2-4% methanol in dichloromethane to give 2-(bromomethyl)-6-methylpyridine as an oil (402 mg).

後処理

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by chromatography on silica
  3. washeluting with 2-4% methanol in dichloromethane

出典と根拠

ORDレコード
ord-c54152b095844a0aa3e78865c3220efb
出典データセット
uspto-grants-2014_09
特許番号
US08841455B2

関連ノート

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