Pyridine → 1-Bromo-3-chloromethyl-2,5-dimethoxy-benzene

HRID 2393581ノート

反応式

HRID 2393581 の反応式
[Br:1][C:2]1[C:3]([O:12][CH3:13])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH2:5]O.N1C=CC=CC=1.S(Cl)([Cl:22])=O>CCOCC>[Br:1][C:2]1[C:3]([O:12][CH3:13])=[C:4]([CH:7]=[C:8]([O:10][CH3:11])[CH:9]=1)[CH2:5][Cl:22]

参加物

5

反応物 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 101927773-Bromo-2,5-dimethoxybenzyl Alcohol

生成物 1

HCID 103081541-Bromo-3-chloromethyl-2,5-dimethoxy-benzene収率 86.3%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

To a solution of 8.18 gm (33.11 mmol) of 3-bromo-2,5-dimethoxybenzyl alcohol and 0.8 ml pyridine in 100 ml ether was added dropwise a solution of 8.5 ml (116 mmol) thionyl chloride in 20 ml ether. After stirring at ambient temperature for 20 hours, the reaction mixture was poured onto ice. The ether extract was washed with brine, dried (NaSO4), filtered and concentrated in vacuo to give 7.59 gm of a colorless oil. A portion, 3.9 gm, was purified by silica gel chromatography using 3:7 CH2 Cl2 :hexane to yield 3.62 gm of a white solid.

後処理

  1. additionthe reaction mixture was poured onto ice
  2. extractionThe ether extract
  3. washwas washed with brine
  4. dry with materialdried (NaSO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-62cfc9a089764bcdb5a83111f341356a
出典データセット
uspto-grants-1998_09
特許番号
US05807897

反応ノート

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