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

HRID 1047478노트

반응식

HRID 1047478 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-bac4f6d79f244821ab812c5f43b4bfa2
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569521B2

반응 노트

불러오는 중…