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

HRID 564299노트

반응식

HRID 564299 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-4f3018bba963405d92f99816b5611df0
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067621B2

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