Hydrofluoric Acid → 1-(2,2-Dimethyl-3,3-difluoro-indan-1-yl)-5-imidazolecarboxylic acid methyl ester

HRID 5776

反応式

HRID 5776 の反応式
[CH3:1][O:2][C:3]([C:5]1[N:9]([CH:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=O)[C:11]2([CH3:21])[CH3:20])[CH:8]=[N:7][CH:6]=1)=[O:4].S(F)(F)(F)[F:23].[FH:27]>>[CH3:1][O:2][C:3]([C:5]1[N:9]([CH:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]([F:23])([F:27])[C:11]2([CH3:21])[CH3:20])[CH:8]=[N:7][CH:6]=1)=[O:4]

参加物

4

反応物 3

HCID 14917Hydrofluoric AcidHCID 24555Sulfur tetrafluorideHCID 539208951-(2,2-Dimethyl-3-oxoindan-1-yl)-5-imidazolecarboxylic acid methyl ester

生成物 1

HCID 544461901-(2,2-Dimethyl-3,3-difluoro-indan-1-yl)-5-imidazolecarboxylic acid methyl ester収率 68.4%

実験手順

A mixture of 11.4 g of 1-(2,2-dimethyl-3-oxo-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, 43 g of sulfur tetrafluoride and 160 g of hydrogen fluoride is heated for 24 hours to +50° C. in an acid-resistant autoclave. The pressure is about 7 bars. The unreacted hydrogen fluoride is removed and the residue is taken up with methylene chloride. The organic phase is neutralized with sodium bicarbonate, washed with water, dried with sodium sulfate and concentrated to dryness. Chromatography of the residue at a silica gel column with a diethyl ether/hexane mixture (3:1 by volume) affords 8.4 g of 1-(2,2-dimethyl-3,3-difluoro-indan-1-yl)-5-imidazolecarboxylic acid methyl ester, mp. 96°-97° C.

後処理

  1. temperatureis heated for 24 hours to +50° C. in an acid-resistant autoclave
  2. customThe unreacted hydrogen fluoride is removed
  3. washwashed with water
  4. dry with materialdried with sodium sulfate
  5. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-48e222cb04ad453db4f252afa1c90d91
出典データセット
uspto-grants-1993_09
特許番号
US05246915

関連ノート

読み込み中…