Potassium Carbonate → 1-Ethynyl-3-(trifluoromethyl)benzene

HRID 59335

反応式

HRID 59335 の反応式
C[Si](C)(C)[C:3]#[C:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:4]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:12])([F:13])[F:14])[CH:6]=1)#[CH:3]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 42818851-[(Trimethylsilyl)ethynyl]-3-(trifluoromethyl)benzene

生成物 1

HCID 27784901-Ethynyl-3-(trifluoromethyl)benzene収率 142.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of trimethyl((3-(trifluoromethyl)phenyl)ethynyl)silane (0.500 g, 2.06 mmol) in ethanol (10 mL) was added potassium carbonate (0.253 g, 1.8 mmol) and the reaction mixture was stirred at RT for 18 h. The reaction mass was quenched in water, neutralized with dil. HCl and extracted with hexane and concentrated to afford 0.200 g of the crude product which was further purified by column chromatography using silica (60-120 mesh) eluting with pet. ether to afford 0.500 g of pure product. 1H NMR (300 MHz, DMSO d6): δ 4.41 (s, 1H), 7.64 (d, J=7.5 Hz, 1H), 7.77-7.81 (m, 3H).

後処理

  1. customThe reaction mass was quenched in water
  2. extractionextracted with hexane
  3. concentrationconcentrated
  4. customto afford 0.200 g of the crude product which
  5. customwas further purified by column chromatography
  6. washeluting with pet. ether

出典と根拠

ORDレコード
ord-c30f806652554078a63ae90949880c26
出典データセット
uspto-grants-2016_09
特許番号
US09439890B2

関連ノート

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