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Boron tribromide → N-Ethylcarbamate 5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

HRID 508525
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HRID 508525 반응식
B(Br)(Br)Br.[CH2:5]([NH:7][C:8](=[O:10])[O-:9])[CH3:6].C[O:12][C:13]1[CH:14]=[CH:15][C:16]2[CH:17]([CH3:25])[CH:18]3[CH2:22][NH:21][CH2:20][CH:19]3[C:23]=2[CH:24]=1>C(Cl)Cl>[CH2:5]([NH:7][C:8](=[O:9])[O-:10])[CH3:6].[OH:12][C:13]1[CH:14]=[CH:15][C:16]2[CH:17]([CH3:25])[CH:18]3[CH2:22][NH:21][CH2:20][CH:19]3[C:23]=2[CH:24]=1
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참가 물질

4

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HCID 25134Boron tribromideHCID 86602843N-Ethylcarbamate 5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

생성물 1

HCID 86602864N-Ethylcarbamate 5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

BBr3 (1.1 mL, 1.0 M in dichloromethane) was added to a solution of N-ethylcarbamate-5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 2, step A) (0.31 g, 1.1 mmol) in CH2Cl2 (10 mL) at 0° C., and stirred overnight. The excess BBr3 was quenched with the dropwise addition of water (2 mL), and washed with saturated aqueous NaHCO3 (10 mL) and brine (10 mL). The organic extract was dried over MgSO4 and concentrated. The subtitle compound was obtained without further purification. MS calculated for C15H19NO3+H: 262, observed: 262.

후처리

  1. customThe excess BBr3 was quenched with the dropwise addition of water (2 mL)
  2. washwashed with saturated aqueous NaHCO3 (10 mL) and brine (10 mL)
  3. extractionThe organic extract
  4. dry with materialwas dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6bfa34f474b74c22b614e7715d75d87d
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096520B2

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