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Sodium Azide → ethyl 4,5,6,7-tetrahydro-1H-indole-2-carboxylate

HRID 1026482
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HRID 1026482 반응식
Cl[C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=1[CH:8]=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[N-:15]=[N+]=[N-].[Na+]>CS(C)=O>[NH:15]1[C:2]2[CH2:7][CH2:6][CH2:5][CH2:4][C:3]=2[CH:8]=[C:9]1[C:10]([O:12][CH2:13][CH3:14])=[O:11]
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참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 57360807Ethyl 3-(2-chlorocyclohex-1-enyl)acrylate

생성물 1

HCID 300702ethyl 4,5,6,7-tetrahydro-1H-indole-2-carboxylate수율 93.3%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
105 °C

실험 절차

To a mixture of ethyl 3-(2-chlorocyclohex-1-enyl)acrylate (21.4 g, 100 mmol) in DMSO (100 mL) was added sodium azide (9.75 g, 150 mmol). The reaction mixture was heated at 105° C. for 4 h. After cooling to room temperature, the mixture was poured into ice water. The resulting precipitate was collected by filtration to afford 121a (18.0 g, 93.3%). MS-ESI: [M+H]+ 194.

후처리

  1. temperatureAfter cooling to room temperature
  2. filtrationThe resulting precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-a6c43b29d8804c729aecdff6c31dbf83
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08729072B2

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