HCID 10353361、化合物 → HCID 57424364、化合物

HRID 604332ノート

反応式

HRID 604332 の反応式
[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

参加物

5

反応物 2

HCID 10353361HCID 10353361、化合物HCID 110450293-Iodo-2-(iodomethyl)prop-1-ene

生成物 1

HCID 57424364HCID 57424364、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 81531Diisopropylethylamine溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8dc7f0a1e8ad45eca098d5d7b763e2ef
出典データセット
uspto-grants-2011_03
特許番号
US07910596B2

反応ノート

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