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Methyl iodide → HCID 15888165, 화합물

HRID 342106
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HRID 342106 반응식
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([C@@H:10]3[CH2:12][C@H:11]3[CH2:13][NH:14][C:15](=[O:18])[CH2:16][CH3:17])[C:4]=2[CH2:3][CH2:2]1.[H-].[Na+].I[CH3:22]>C1COCC1>[CH3:22][N:14]([CH2:13][C@@H:11]1[CH2:12][C@H:10]1[C:9]1[C:4]2[CH2:3][CH2:2][O:1][C:5]=2[CH:6]=[CH:7][CH:8]=1)[C:15](=[O:18])[CH2:16][CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 10220503Tasimelteon

생성물 1

HCID 15888165HCID 15888165, 화합물수율 69%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (trans)-N-[[2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl]methyl]propanamide (120 mg, 0.6 mmol) in THF (1.5 mL) was added sodium hydride (30 mg of 60%, 0.75 mmol). The mixture was allowed to stir for 0.5 h and iodomethane (140 mg, 1 mmol) was added. After stirring for 18 h, the solution was concentrated in vacuo. The residue was dissolved in acetonitrile and washed with hexane. The acetonitrile solution was concentrated in vacuo and the residue purified by chromatography on silica eluting with ethyl acetate-hexane (2:8) to give the product as an amber oil (90 mg, 69%). Anal. Calc'd for C16H21NO2. 0.2H2O: C, 73.08; H, 8.20; N 5.33; Found: C, 72.91; H, 8.24; N, 5.23.

후처리

  1. stirringAfter stirring for 18 h
  2. concentrationthe solution was concentrated in vacuo
  3. dissolutionThe residue was dissolved in acetonitrile
  4. washwashed with hexane
  5. concentrationThe acetonitrile solution was concentrated in vacuo
  6. customthe residue purified by chromatography on silica eluting with ethyl acetate-hexane (2:8)

출처 및 근거

ORD 기록
ord-87e3e82feaae4df68d479ccb8174773f
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05856529

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