ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Hydrochloric Acid → 4-Acetyl-2,2-difluoro-1,3-benzodioxole

HRID 37586
ノート
印刷プレビュー

反応式

HRID 37586 の反応式
C[C:2]([CH3:5])([O-:4])[CH3:3].[K+].[F:7][C:8]1([F:17])[O:12][C:11]2C=[CH:14][CH:15]=[CH:16][C:10]=2[O:9]1.C([Li])CCC.FC1(F)OC2C=CC=C([K])C=2O1.CN(OC)C(=O)C.Cl>O1CCCC1.CO>[C:2]([C:5]1[C:11]2[O:12][C:8]([F:17])([F:7])[O:9][C:10]=2[CH:16]=[CH:15][CH:14]=1)(=[O:4])[CH3:3]
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

9

反応物 6

HCID 313Hydrochloric AcidHCID 741032,2-Difluoro-1,3-benzodioxoleHCID 537505N-Methoxy-N-methylacetamideHCID 23665647Potassium tert-butoxideHCID 178418339ButyllithiumHCID 178506008HCID 178506008、化合物

生成物 1

HCID 10987257
4-Acetyl-2,2-difluoro-1,3-benzodioxole

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒3 回

反応条件

温度
-10 °C

実験手順

6.2 g (55 mmol) of potassium tert.-butoxide dissolved in 40 ml of tetrahydrofuran (THF) are added dropwise at -30° C. under argon, over a period of 20 minutes, to a solution of 8.0 g (50 mmol) of 2,2-difluoro-1,3-benzodioxole in 10 ml of THF in a 250 ml 3-necked flask. The mixture is then cooled to -90° C. (methanol/liquid nitrogen), and 35 ml (55 mmol) of n-butyllithium (1.58M in hexane) are added thereto over a period of 30 minutes. The deep red solution of 2,2-difluoro-1,3-benzodioxol-4-yl-potassium is maintained at -78° C. for 20 minutes. Then, 5.2 g (50 mmol) of N-methyl-N-methoxy-acetamide in 20 ml of THF are added thereto over a period of 15 minutes at -78° C. When the dropwise addition is complete, the beige reaction mixture is allowed to warm up to -10° C. and is then hydrolysed with 40 ml of 10% hydrochloric acid. The hydrolysed mixture is extracted three times with 70 ml of diethyl ether each time. The organic solutions are washed three times with 30 ml of 1N HCl each time, dried over Na2SO4 and concentrated in a vacuum rotary evaporator. Upon distillation of the residue, 7.1 g (79%) of the product distil over in the form of a colourless oil at boiling point (b.p.) 114°-116° C./30 mbar.

後処理

  1. additionare added
  2. waitover a period of 15 minutes at -78° C
  3. additionWhen the dropwise addition
  4. extractionThe hydrolysed mixture is extracted three times with 70 ml of diethyl ether each time
  5. washThe organic solutions are washed three times with 30 ml of 1N HCl each time
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated in a vacuum rotary evaporator
  8. distillationUpon distillation of the residue, 7.1 g (79%) of the product
  9. customdistil over in the form of a colourless oil at boiling point (b.p.) 114°-116° C./30 mbar

出典と根拠

ORDレコード
ord-a993f9e060384978a00251358c75b4bf
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05420301

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート