Carbon tetrabromide → 3-(2-Bromoethyl)pyridine
反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8]O)[CH:2]=1.C(Br)(Br)(Br)[Br:11].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1>[Br:11][CH2:8][CH2:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1参加物
5
実験手順
A solution of 2-(3-pyridyl)ethan-1-ol (100 mg, 0.79 mmol) and CBr4 (314 mg, 0.95 mmol) in THF (2 mL) was cooled to 0° C. and PPh3 (313 mg, 1.18 mmol) was added portionwise. The ice-bath was removed and the reaction mixture was stirred at room temperature for 16 h. The mixture was concentrated and diluted with CH2Cl2. The mixture was basified using saturated NaHCO3 and the organic phase was separated. The aqueous phase was re-extracted with CH2Cl2 and the combined organic phase was dried over Na2SO4 and concentrated. Silica gel prep TLC using 95:5 CH2Cl2:MeOH as an eluent afforded 3-(2-bromo-ethyl)-pyridine.
後処理
- customThe ice-bath was removed
- concentrationThe mixture was concentrated
- additiondiluted with CH2Cl2
- customthe organic phase was separated
- extractionThe aqueous phase was re-extracted with CH2Cl2
- dry with materialthe combined organic phase was dried over Na2SO4
- concentrationconcentrated
出典と根拠
- ORDレコード
- ord-2415d907df544637a9117833e080e320
- 出典データセット
- uspto-grants-2009_10
- 特許番号
- US07601714B2
反応ノート
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