p-Chlorothiophenol → 2-(4-Chloro-phenylsulfanylmethyl)-1,3,4-trifluoro-benzene

HRID 564299ノート

反応式

HRID 564299 の反応式
[F:1][C:2]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:3]=1[CH2:4]Br.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1.C(N(CC)CC)C.C(OCC)(=O)C>C1COCC1.O>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH2:4][C:3]2[C:2]([F:1])=[C:9]([F:10])[CH:8]=[CH:7][C:6]=2[F:11])=[CH:15][CH:14]=1

参加物

7

反応物 4

HCID 7815p-ChlorothiophenolHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 5190612,3,6-Trifluorobenzyl bromide

生成物 1

HCID 589500982-(4-Chloro-phenylsulfanylmethyl)-1,3,4-trifluoro-benzene収率 100%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2,3,6-Trifluorobenzyl bromide (9.79 g, 43.3 mmol) and 4-chlorothiophenol (6.23 g, 43.3 mmol) were dissolved in 300 mL of THF. Triethylamine (4.59 g, 45.4 mmol) was added. The solution was stirred at room temperature overnight. 300 mL of EtOAc and 300 mL of water were added. The organic layers were washed with 200 mL 1N HCl solution, dried over Na2SO4 and concentrated. The residue was pure product (12.5 g, quant. yield). 1H NMR (CDCl3 400 MHz) δ 7.30 (d, J=8.8 Hz, 2H), 7.24 (d, J=8.8 Hz, 2H), 7.03 (m, 1H), 6.77 (m, 1H), 4.08 (s, 2H).

後処理

  1. washThe organic layers were washed with 200 mL 1N HCl solution
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

出典と根拠

ORDレコード
ord-4f3018bba963405d92f99816b5611df0
出典データセット
uspto-grants-2011_11
特許番号
US08067621B2

反応ノート

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