Trimethyl orthoformate → 1-(1,1-Dimethoxyethyl)-2,4-difluorobenzene

HRID 225400

反応式

HRID 225400 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[F:11])=[O:3].[CH:12](OC)(OC)[O:13]C.[C:19](=O)([O-])O.[Na+]>C1(C)C=CC(S(O)(=O)=O)=CC=1.CO>[CH3:19][O:3][C:2]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][C:5]=1[F:11])([O:13][CH3:12])[CH3:1]

参加物

6

反応物 3

HCID 9005Trimethyl orthoformateHCID 677702,4-DifluoroacetophenoneHCID 516892Sodium Bicarbonate

生成物 1

HCID 577522801-(1,1-Dimethoxyethyl)-2,4-difluorobenzene

試薬・触媒・溶媒 2

HCID 6101p-Toluenesulfonic acid触媒HCID 887Methanol溶媒

実験手順

In a solution composed of 15.7 g of 2,4-difluoroacetophenone, 35 g of trimethyl ortho-formate and 15 g of methanol, 0.96g of p-toluenesulfonic acid was added, and reacted at 40° C. to 45° C. for 2 hours. This was added to an aqueous solution of 5% by mass sodium hydrogen carbonate, which was then extracted with ethyl acetate. An extract was washed with water, and dried on Na2SO4. Then, ethyl acetate was concentrated to yield 18.2 g of 1-(1,1-dimethoxyethyl)-2,4-difluorobenzene. It was confirmed that the 1-(1,1-dimethoxyethyl)-2,4-difluorobenzene had NMR data of (CDCl3, δppm) 1.62 (s, 3H), 3.9 (s, 6H), 6.74-6.9 (m, 2H), 7.56-7.7 (m, 1H) by NMR (supplied from Varian Technologies Japan Limited).

後処理

  1. additionwas added
  2. customreacted at 40° C. to 45° C. for 2 hours
  3. extractionwas then extracted with ethyl acetate
  4. washAn extract was washed with water
  5. customdried on Na2SO4
  6. concentrationThen, ethyl acetate was concentrated

出典と根拠

ORDレコード
ord-f5a86ba414ad4793a8b3bf01c1c1e5cc
出典データセット
uspto-grants-2009_07
特許番号
US07556911B2

関連ノート

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