HCID 10353361, 화합물 → HCID 57424364, 화합물

HRID 604332노트

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HRID 604332 반응식
[N+:1]([CH2:4][C:5]([C:7]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:8]=1[F:15])=[O:6])([O-:3])=[O:2].I[CH2:17][C:18]([CH2:20]I)=[CH2:19]>CN(C)C=O.C(N(CC)C(C)C)(C)C>[CH2:17]=[C:18]1[CH2:20][C:4]([N+:1]([O-:3])=[O:2])=[C:5]([C:7]2[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:8]=2[F:15])[O:6][CH2:19]1

참가 물질

5

반응물 2

HCID 10353361HCID 10353361, 화합물HCID 110450293-Iodo-2-(iodomethyl)prop-1-ene

생성물 1

HCID 57424364HCID 57424364, 화합물

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 81531Diisopropylethylamine용매

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온도
60 °C

실험 절차

A mixture of 3-chloro-2-(chloromethyl)prop-1-ene (1.0 g, 8 mmol) and sodium iodide (6.6 g, 44 mmol) in acetone (60 mL) was stirred at room temperature for 20 hours, evaporated under reduced pressure and dissolved in dichloromethane (150 mL) and water (50 mL). The organic layer was dried over sodium sulfate, filtered and evaporated to yield 3-iodo-2-(iodomethyl)prop-1-ene as a reddish oil (2.45 g). To a solution of 2-nitro-1-(2,4,5-trifluorophenyl)ethanone (110 mg, 0.5 mmol) in N,N-dimethylformamide (3 mL), N,N-diisopropylethylamine (0.20 mL) and 3-iodo-2-(iodomethyl)prop-1-ene (170 mg, 0.55 mmol) were added and the mixture was heated at 60° C. for 2.5 hours, evaporated and purified by chromatography on a Biotage Horizon® system (silica, gradient 0-30% dichloromethane in hexane) to yield 3-methylene-5-nitro-6-(2,4,5-trifluorophenyl)-3,4-dihydro-2H-pyran.

후처리

  1. customevaporated
  2. custompurified by chromatography on a Biotage Horizon® system (silica, gradient 0-30% dichloromethane in hexane)

출처 및 근거

ORD 기록
ord-8dc7f0a1e8ad45eca098d5d7b763e2ef
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07910596B2

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