Sulfuric Acid → 2-(2-Chloro-6-fluorophenyl)propan-2-ol

HRID 343025

反応式

HRID 343025 の反応式
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1C(OC)=O.[CH3:13][Mg]I.S(=O)(=O)(O)O.CC[O:23][CH2:24][CH3:25]>>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]([F:12])[C:3]=1[C:24]([OH:23])([CH3:25])[CH3:13]

参加物

5

反応物 4

HCID 1118Sulfuric AcidHCID 3283Diethyl Ether2 回HCID 593924Methyl 2-chloro-6-fluorobenzoateHCID 178418373HCID 178418373、化合物

生成物 1

HCID 540290942-(2-Chloro-6-fluorophenyl)propan-2-ol

実験手順

A solution of methyl 2-chloro-6-fluorobenzoate (40.0 g) in ether was added to a solution of methyl magnesium iodide in ether (prepared from methyl iodide (120.0 g) and magnesium turnings (20.6 g) in ether). The resulting solution was stirred and heated at reflux for 5 hours, poured onto a mixture of ice and concentrated sulphuric acid and the layers separated. The organic layer was washed with water, saturated aqueous sodium bisulphite, water, dried (anhydrous magnesium sulphate) and filtered. The filtrate was evaporated to dryness to give 2-(2-chloro-6-fluorophenyl)-propan-2-ol (36.8 g) as an orange oil, NMR (CDCl3) 1.8(d,6H), 3.5-3.7(bs,1H), 6.9-7.05(m,1H), 7.1-7.25(m,2H).

後処理

  1. temperatureheated
  2. temperatureat reflux for 5 hours
  3. customthe layers separated
  4. washThe organic layer was washed with water, saturated aqueous sodium bisulphite, water
  5. dry with materialdried (anhydrous magnesium sulphate)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-f479dedf20a94c2b88180b17742b41a7
出典データセット
uspto-grants-1999_01
特許番号
US05859283

関連ノート

読み込み中…