Lawesson's reagent → Tert-butyl Dithiobenzoate

HRID 1297484ノート

反応式

HRID 1297484 の反応式
[C:1]([S:9][C:10]([CH3:13])([CH3:12])[CH3:11])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:23])=CC=1>C1(C)C=CC=CC=1>[C:1]([S:9][C:10]([CH3:13])([CH3:12])[CH3:11])(=[S:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 87949Lawesson's reagentHCID 12492106S-tert-Butyl benzenecarbothioate

生成物 1

HCID 9920756Tert-butyl Dithiobenzoate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of S-t-butyl thiobenzoate (1.94 g, 0.01 mol) and Lawesson's reagent (2.43 g, 0.006 mol) in anhydrous toluene (10 mL) was refluxed for 25 hours. After cooling to room temperature, the reaction mixture was concentrated and the residue subjected to column chromatography (Kieselgel-60, 70-230 mesh, petroleum spirit/diethyl ether 19:1) The title compound was obtained as an oil, 1.37 g (65.5%). 1H-nmr (CDCl3) d (ppm): 1.69 (s, 9H, 3×CH3), 7.36 (m, 2H, meta-ArH), 7.50 (m, 1H, para-ArH) and 7.88 (d, 2H, ortho-ArH). 13C-nmr (CDCl3) d (ppm): 28.2, 52.2, 126.6, 128.1, 131.7 and 147.0. The signal due to C═S (d>220.0 ppm) was beyond the frequency range of the spectrum.

後処理

  1. temperaturewas refluxed for 25 hours
  2. concentrationthe reaction mixture was concentrated
  3. customwas obtained as an oil, 1.37 g (65.5%)

出典と根拠

ORDレコード
ord-8949f31816ee4daca5bc17dfab4aef56
出典データセット
uspto-grants-2007_07
特許番号
US07250479B2

反応ノート

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