Trifluoromethanesulfonic anhydride → Trifluoro-methanesulfonic acid 2-chloro-4-isopropyl-phenyl ester

HRID 2264986ノート

反応式

HRID 2264986 の反応式
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[Cl:16][C:17]1[CH:22]=[C:21]([CH:23]([CH3:25])[CH3:24])[CH:20]=[CH:19][C:18]=1O>C(Cl)Cl.N1C=CC=CC=1>[Cl:16][C:17]1[CH:22]=[C:21]([CH:23]([CH3:25])[CH3:24])[CH:20]=[CH:19][C:18]=1[O:6][S:3]([C:2]([F:15])([F:14])[F:1])(=[O:5])=[O:4]

参加物

5

反応物 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 126520992-Chloro-4-isopropylphenol

生成物 1

HCID 59596633Trifluoro-methanesulfonic acid 2-chloro-4-isopropyl-phenyl ester収率 78.5%

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
5 °C

実験手順

Trifluoromethanesulfonic anhydride (2.14 g, 7.6 mmol) was dissolved in DCM (5 ml) and cooled to 5° C. To this was added 2-chloro-4-isopropyl-phenol (1.23 g, 7.2 mmol), in 10 ml DCM and 1.75 ml pyridine, dropwise. The reaction mixture was stirred at 110° C. for 2 hours. The resultant dark solution was washed with 1M HCl (20 ml), water (20 ml) and saturated aqueous NaHCO3 (20 ml). The DCM extract was dried and concentrated in vacuo to provide the title compound as a dark orange oil (1.71 g, 78%). 1H NMR (CDCl3) 1.22-1.29 (6H, d, J=6.87 Hz), 2.88-3.00 (1H, sept, J=6.89 Hz), 7.15-7.20 (1H, m), 7.24 (1H, d, J=8.36 Hz), 7.36 (1H, d, J=2.17 Hz).

後処理

  1. washThe resultant dark solution was washed with 1M HCl (20 ml), water (20 ml) and saturated aqueous NaHCO3 (20 ml)
  2. extractionThe DCM extract
  3. customwas dried
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6366ad55bd634365b777a553a5a9c55b
出典データセット
uspto-grants-2010_12
特許番号
US07855216B2

反応ノート

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