Trifluoroacetic acid → 6-Methoxy-2,3-dihydro-1H-isoindol-1-one

HRID 1761022노트

반응식

HRID 1761022 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][N:8](CC3C=CC(OC)=CC=3)[C:9]2=[O:12])=[CH:5][CH:4]=1.C(O)(C(F)(F)F)=O.S(O)(C(F)(F)F)(=O)=O.C(=O)([O-])O.[Na+]>ClCCl.O>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][NH:8][C:9]2=[O:12])=[CH:5][CH:4]=1

참가 물질

7

반응물 4

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 516892Sodium BicarbonateHCID 114375476-Methoxy-2-(4-methoxybenzyl)-2,3-dihydroisoindol-1-one

생성물 1

HCID 140056236-Methoxy-2,3-dihydro-1H-isoindol-1-one수율 42%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

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온도
40 °C

실험 절차

Alternatively, a mixture of 6-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one (98.5 mg, 0.35 mmol) in dichlormethane (10 mL) containing TFA (1.6 mL, 20.8 mmol) and TfOH (0.6 mL, 7.0 mmol) was heated overnight at 40° C. Then the mixture was poured into sodium hydrogen carbonate and water and the product extracted with dichloromethane. The combined organic layers were then dried over sodium sulphate, filtered and evaporated. The residue was then purified by chromatography (SiO2, dichloromethane:MeOH 20:1) to afford the title product (24 mg, 42%) as a light yellow solid. MS m/e=164.2 (M).

후처리

  1. extractionthe product extracted with dichloromethane
  2. dry with materialThe combined organic layers were then dried over sodium sulphate
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was then purified by chromatography (SiO2, dichloromethane:MeOH 20:1)

출처 및 근거

ORD 기록
ord-6649b023f8594aafb07cd2645c2f598a
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06846832B2

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