5-Methylene-tetrahydro-cyclopenta[c]furan-1,3-dione → 5-Methylene-2-(4-trifluoromethoxy-phenyl)-tetrahydro-cyclopenta[c]pyrrole-1,3-dione

HRID 1887494

反応式

HRID 1887494 の反応式
[CH2:1]=[C:2]1[CH2:11][CH:5]2[C:6](=[O:10])O[C:8](=[O:9])[CH:4]2[CH2:3]1.[F:12][C:13]([F:23])([F:22])[O:14][C:15]1[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][CH:16]=1>>[CH2:1]=[C:2]1[CH2:3][CH:4]2[C:8](=[O:9])[N:21]([C:18]3[CH:19]=[CH:20][C:15]([O:14][C:13]([F:12])([F:22])[F:23])=[CH:16][CH:17]=3)[C:6](=[O:10])[CH:5]2[CH2:11]1

参加物

3

反応物 2

HCID 5563845-Methylene-tetrahydro-cyclopenta[c]furan-1,3-dioneHCID 6008484-(Trifluoromethoxy)aniline

生成物 1

HCID 866739165-Methylene-2-(4-trifluoromethoxy-phenyl)-tetrahydro-cyclopenta[c]pyrrole-1,3-dione収率 66%

反応条件

温度
180 °C

実験手順

A mixture of 5-Methylene-tetrahydro-cyclopenta[c]furan-1,3-dione (2.8 g, 18.4 mmol) and 4-(trifluoromethoxy)benzenamine (2.6 g, 14.7 mmol) was stirred at 180° C. for 0.5 h. The mixture was cooled to room temperature and purified by silica gel column (petroleum/ethyl acetate=5/1) to yield the title compound (3.0 g, 66%). 1H NMR (300 MHz, CDCl3): δ 7.33-7.26 (m, 4H), 4.99 (s, 2H), 3.44-3.41 (m, 2H), 2.84-2.78 (m, 4H); LC-MS: [M+1]+ 312.0.

後処理

  1. temperatureThe mixture was cooled to room temperature
  2. custompurified by silica gel column (petroleum/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-0dac314c250a4de18ed0383a428f4a75
出典データセット
uspto-grants-2013_08
特許番号
US08501768B2

関連ノート

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