Dimethyl Sulfoxide → 5-Bromo-2-methoxymethoxybenzyl cyanide

HRID 862058ノート

反応式

HRID 862058 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7]Cl.[C-:14]#[N:15].[Na+].ClCCl.CS(C)=O>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:11][O:12][CH3:13])=[C:6]([CH:9]=1)[CH2:7][C:14]#[N:15]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 8929Sodium CyanideHCID 19701607HCID 19701607、化合物

生成物 1

HCID 197016225-Bromo-2-methoxymethoxybenzyl cyanide収率 97.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 5-bromo-2-methoxymethoxybenzyl chloride (21.6 g), sodium cyanide (8.33 g) and dichloromethane (10 ml) was added, at 15° to 20° C., DMSO (80 ml), followed by stirring for 3 hours at room temperature. The mixture was poured into water, which was subjected to extraction with ethyl acetate. The extract solution was washed with water, dried (anhydrous magnesium sulfate) and concentrated to leave an oily product. The oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-bromo-2-methoxymethoxybenzyl cyanide (20.4 g), whose spectrum data are shown below.

後処理

  1. additionwas added, at 15° to 20° C.
  2. extractionwas subjected to extraction with ethyl acetate
  3. washThe extract solution was washed with water
  4. dry with materialdried (anhydrous magnesium sulfate)
  5. concentrationconcentrated
  6. customto leave an oily product
  7. customThe oily product was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-4e6a915d2a62482e88f70474215415b4
出典データセット
uspto-grants-1998_02
特許番号
US05716971

反応ノート

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