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Pyridine → 6-Chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

HRID 1517684
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HRID 1517684 반응식
N1C=CC=CC=1.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.C(NC(=O)[O-])C.O[C:29]1[C:30]([Cl:42])=[CH:31][C:32]2[CH:33]([CH3:41])[CH:34]3[CH2:38][NH:37][CH2:36][CH:35]3[C:39]=2[CH:40]=1>C(Cl)Cl>[Cl:42][C:30]1[CH:29]=[CH:40][C:39]2[CH:35]3[CH2:36][NH:37][CH2:38][CH:34]3[CH:33]([CH3:41])[C:32]=2[CH:31]=1
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참가 물질

5

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HCID 1049PyridineHCID 67749Trifluoromethanesulfonic anhydrideHCID 86602845N-Ethylcarbamate 5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

생성물 1

HCID 116370656-Chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Pyridine (0.23 mL, 2.85 mmol) and trifluoromethanesulfonic anhydride (0.32 mL, 1.90 mmol) were added to a solution of N-ethylcarbamate-5-hydroxy-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (0.28 g, 0.95 mmol) in CH2Cl2 (10 mL), and stirred for 1.5 hours at room temperature. The reaction was diluted with CH2Cl2 (10 mL), washed with H2O (10 mL), aqueous HCl (1.0 M, 10 mL), saturated aqueous NaHCO3(10 mL), and brine (10 mL). The organic extract was dried over MgSO4 and concentrated to afford the subtitle compound, which was used without further purification. MS calculated for C16H17F3ClNO5S+H: 428, observed: 428.

후처리

  1. washwashed with H2O (10 mL), aqueous HCl (1.0 M, 10 mL), saturated aqueous NaHCO3(10 mL), and brine (10 mL)
  2. extractionThe organic extract
  3. dry with materialwas dried over MgSO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d3108c6e86af49e4a7a7837869b1151f
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232311B2

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