Water → 1-Bromo-4-cyclopropylthiobenzene
反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[CH3:9][C:10]([CH3:13])([O-])C.[K+].C1(Br)CC1.O>CS(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:13]2[CH2:10][CH2:9]2)=[CH:4][CH:3]=1参加物
6
実験手順
Dissolve 4-bromo-benzenethiol (2.00 g, 10.6 mmol) in dry DMSO (50 mL) under a nitrogen atmosphere. Add potassium tert-butoxide (1.30 g, 11.7 mmol) and stir until dissolved. Add cyclopropyl bromide (2.6 mL, 31.8 mmol) and heat the reaction to 80° C. for 2 days. Cool to room temperature and pour the reaction into water (500 mL). Extract the aqueous layer with Et2O (2×200 mL) and wash the combined organic layers with water (100 mL). Dry over sodium sulfate and concentrate in vacuo. Chromatograph the residue on a SiO2 column eluting the material with hexanes to give 1.73 g of 1-bromo-4-cyclopropylsulfanyl-benzene (72%).
後処理
- dissolutionuntil dissolved
- customthe reaction to 80° C. for 2 days
- additionpour
- extractionExtract the aqueous layer with Et2O (2×200 mL)
- washwash the combined organic layers with water (100 mL)
- dry with materialDry over sodium sulfate
- concentrationconcentrate in vacuo
- washChromatograph the residue on a SiO2 column eluting the material with hexanes
出典と根拠
- ORDレコード
- ord-a336157680cd44adaab703a29118240b
- 出典データセット
- uspto-grants-2008_07
- 特許番号
- US07399867B2
反応ノート
読み込み中…