Acetic Acid → N-Ethylcarbamate 5-methyl-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

HRID 508514노트

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HRID 508514 반응식
C1C(=O)N([Cl:8])C(=O)C1.C(O)(=O)C.[CH2:13]([NH:15][C:16](=[O:18])[O-:17])[CH3:14].[CH3:19][C:20]1[CH:21]=[CH:22][C:23]2[CH:24]([CH3:32])[CH:25]3[CH2:29][NH:28][CH2:27][CH:26]3[C:30]=2[CH:31]=1>ClCCCl.C(Cl)Cl.O>[CH2:13]([NH:15][C:16](=[O:17])[O-:18])[CH3:14].[CH3:19][C:20]1[C:21]([Cl:8])=[CH:22][C:23]2[CH:24]([CH3:32])[CH:25]3[CH2:29][NH:28][CH2:27][CH:26]3[C:30]=2[CH:31]=1

참가 물질

7

반응물 3

HCID 176Acetic AcidHCID 31398ChlorosuccinimideHCID 86602856HCID 86602856, 화합물

생성물 1

HCID 86602857N-Ethylcarbamate 5-methyl-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

시약·촉매·용매 3

HCID 111,2-Dichloroethane용매HCID 962Water용매HCID 6344Dichloromethane용매

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온도
60 °C

실험 절차

NCS (27 mg, 0.2 mmol) and acetic acid (1 mL) were added to a solution of N-Ethylcarbamate-5-methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (50 mg, 0.2 mmol) in DCE (1 mL). The reaction solution was stirred for 3 hours at 60° C. The reaction was diluted with CH2Cl2 (3 mL) and H2O (3 mL) and filtered through an Extrelut column. The column was washed with CH2Cl2 and the filtrate was concentrated. The crude product was purified by column chromatography (SiO2) using a 0-60% ethyl acetate-hexanes gradient to afford the subtitle compound. MS calculated for C16H20ClNO2+H: 294, observed: 294.

후처리

  1. filtrationfiltered through an Extrelut column
  2. washThe column was washed with CH2Cl2
  3. concentrationthe filtrate was concentrated
  4. customThe crude product was purified by column chromatography (SiO2)

출처 및 근거

ORD 기록
ord-5b5ca844b66a413c9e5163a26527ef11
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096520B2

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