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Cesium carbonate → 2-methyl-7-[(2S)-oxiranylmethoxy]-1H-indole

HRID 132591
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HRID 132591 반응식
[N+](C1C=C(S([CH2:13][C@@H:14]2[CH2:16][O:15]2)(=O)=O)C=CC=1)([O-])=O.[CH3:17][C:18]1[NH:19][C:20]2[C:25]([CH:26]=1)=[CH:24][CH:23]=[CH:22][C:21]=2[OH:27].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH3:17][C:18]1[NH:19][C:20]2[C:25]([CH:26]=1)=[CH:24][CH:23]=[CH:22][C:21]=2[O:27][CH2:13][C@@H:14]1[CH2:16][O:15]1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 187652222-methyl-1H-indol-7-olHCID 86760692(2S)-2{[(3-nitrophenyl)sulfonyl]methyl}oxirane

생성물 1

HCID 865928342-methyl-7-[(2S)-oxiranylmethoxy]-1H-indole수율 59%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of (2S)-2{[(3-nitrophenyl)sulfonyl]methyl}oxirane (39 mg, 0.15 mmol), 2-methyl-1H-indol-7-ol (15 mg, 0.1 mmol), caesium carbonate (Cs2CO3) (65 mg, 0.2 mmol) in DMF (1.5 mL) was kept on stirring at room temperature for 5 h. The reaction mixture was partitioned between ethylacetate and water, organic layer dried over sodium sulphate (Na2SO4), filtered and concentrated. The residue was purified by silica gel flash chromatography to give subtitled compound (12 mg).

후처리

  1. customThe reaction mixture was partitioned between ethylacetate and water, organic layer
  2. dry with materialdried over sodium sulphate (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel flash chromatography

출처 및 근거

ORD 기록
ord-ce01862c7e46447a8add5ec4b9db9cc7
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07388020B2

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