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

HRID 2264986노트

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HRID 2264986 반응식
[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]

참가 물질

5

반응물 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 126520992-Chloro-4-isopropylphenol

생성물 1

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

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매2회

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온도
5 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6366ad55bd634365b777a553a5a9c55b
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07855216B2

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