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Hydrochloric Acid → 1-(5-Chloro-2-methoxy-4-methylphenyl)-ethanone

HRID 2257125
ノート
印刷プレビュー

反応式

HRID 2257125 の反応式
[Al+3].[Cl-].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:11]=1[CH3:18].Cl>C(Cl)(Cl)(Cl)Cl>[Cl:9][C:10]1[C:11]([CH3:18])=[CH:12][C:13]([O:16][CH3:17])=[C:14]([C:5](=[O:7])[CH3:6])[CH:15]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 4581561-Chloro-4-methoxy-2-methylbenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 27576381-(5-Chloro-2-methoxy-4-methylphenyl)-ethanone収率 21.5%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride
溶媒
3 回

反応条件

温度
0 °C

実験手順

A suspension of 2.12 g of AlCl3 in 20 ml of CCl4 is cooled to 0° C. under a nitrogen atmosphere, and a solution of 1.25 g of acetyl chloride in 10 ml of CCl4 is added dropwise. A solution of 2.5 g of 2-chloro-5-methoxytoluene in 10 ml of CCl4 is then added dropwise, and the mixture is left stirring for 2 hours while the temperature is allowed to rise to r.t. The mixture is poured into a mixture of concentrated HCl and ice, the resulting mixture is extracted with DCM, the organic phase is dried over magnesium sulphate and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H, eluting with a DCM/heptane (70:30; v/v) mixture. 0.68 g of the expected product, m.p.=83° C., is obtained.

後処理

  1. waitthe mixture is left
  2. customto rise to r.t
  3. extractionthe resulting mixture is extracted with DCM
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. customthe solvent is evaporated off under vacuum
  6. customThe residue is chromatographed on silica H
  7. washeluting with a DCM/heptane (70:30; v/v) mixture

出典と根拠

ORDレコード
ord-6681a9d41f1547578f55d5fbb8ba77ce
出典データセット
uspto-grants-1997_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05656648

反応ノート

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