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Iodine → HCID 15888168, 화합물

HRID 342107
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HRID 342107 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.[I:19]I>C(O)(=O)C.C(Cl)Cl>[I:19][C:8]1[CH:7]=[CH:6][C:5]2[O:1][CH2:2][CH2:3][C:4]=2[C:9]=1[C@@H:10]1[CH2:12][C@H:11]1[CH2:13][NH:14][C:15](=[O:18])[CH2:16][CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 807IodineHCID 10220503Tasimelteon

생성물 1

HCID 15888168HCID 15888168, 화합물수율 26.9%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 0.12 g (0.6 mmol) (trans)-N-[[2-(2,3-dihydrobenzofuran-4-yl) cyclopropyl]methyl]propanamide and 0.27 g (0.6 mmol) of lead IV tetraacetate in 1 mL acetic acid was added 0.075 g (0.25 mmol) iodine. The solution was allowed to stir for 1.5 h and was diluted with methylene chloride. The resulting solution was washed with water and saturated sodium bicarbonate solution and dried. The solution was concentrated in vacuo and the residue purified by chromatography on silica eluting with ethyl acetate-hexane, 3:7 containing 0.2% methanol to give the product (25 mg, 11%, mp 148°-149° C.). Anal. Calc'd for C15H18INO2.0.1H2O: C, 48.30; H, 4.92; N 3.75; Found: C, 47.94; H, 4.67; N, 3.70.

후처리

  1. washThe resulting solution was washed with water and saturated sodium bicarbonate solution
  2. customdried
  3. concentrationThe solution was concentrated in vacuo
  4. customthe residue purified by chromatography on silica eluting with ethyl acetate-hexane, 3:7 containing 0.2% methanol

출처 및 근거

ORD 기록
ord-1fdee7f28ed74be08ea0321414e3607a
출처 데이터셋
uspto-grants-1999_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05856529

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