2-Propanethiol → 2-(Isopropylthio)benzaldehyde

HRID 1893125ノート

反応式

HRID 1893125 の反応式
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].C(=O)([O-])[O-].[K+].[K+].[CH3:16][CH:17]([SH:19])[CH3:18]>CN(C=O)C>[CH:17]([S:19][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5])([CH3:18])[CH3:16]

参加物

5

反応物 3

HCID 63642-PropanethiolHCID 11430Potassium Carbonate2 回HCID 67970o-Fluorobenzaldehyde

生成物 1

HCID 112061372-(Isopropylthio)benzaldehyde収率 89%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

2-fluoro-benzaldehyde (2.00 g, 16.1 mmol), potassium carbonate (2.45 g, 17.1 mmol) and 2-propanethiol (1.35 g, 17.1 mmol) were dissolved in 10.0 mL, DMF in a 50 mL round-bottomed flask under dry nitrogen, topped with a reflux condenser. The reaction mixture was heated to 50° C. for 48 h. After cooling the mixture was added to 50 mL of saturated potassium carbonate solution, and the mixture was extracted with 3×50 mL portions of ether. The extracts were dried with magnesium sulfate and evaporated. The yellow oil residue of the crude product was further purified by chromatography on silica gel using 95:5 petroleum ether (60-80) and dichloromethane as eluent to afford a yellow oil (2.58 g, 89%).

後処理

  1. customtopped with a reflux condenser
  2. temperatureAfter cooling the mixture
  3. extractionthe mixture was extracted with 3×50 mL portions of ether
  4. dry with materialThe extracts were dried with magnesium sulfate
  5. customevaporated
  6. customThe yellow oil residue of the crude product was further purified by chromatography on silica gel using 95:5 petroleum ether (60-80) and dichloromethane as eluent

出典と根拠

ORDレコード
ord-d2e33ba4a20c43d39c2bd1c4e572ee96
出典データセット
uspto-grants-2013_08
特許番号
US08513151B2

反応ノート

読み込み中…