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

HRID 508500
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HRID 508500 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-c1d8dd643c7747bca068d5dcb4030398
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096520B2

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