Thionyl bromide → 4-(Bromomethyl)-3,5-difluoropyridine
反応式
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([F:10])[C:7]=1[CH2:8]O.S(Br)([Br:13])=O>C(Cl)Cl.CN(C=O)C>[Br:13][CH2:8][C:7]1[C:2]([F:1])=[CH:3][N:4]=[CH:5][C:6]=1[F:10]参加物
5
実験手順
(3,5-Difluoro-4-pyridyl)methanol (6.11 g, 42.11 mmol) was dissolved in CH2Cl2 (140 mL). At 0° C. Thionyl bromide (3.589 mL, 46.32 mmol) was added slowly, then 1 drop of DMF was added: the solution turned yellow with gas evolution. The reaction mixture was stirred at rt for 1.5 h. It was quenched with 10 ml water. The pH was made basic (pH=9) with aq NaHCO3. The water layer was extracted 3 times with CH2Cl2. The combined organic layers were washed with brine. The organic phase was dried with Na2SO4, filtrated and the filtrate evaporated. The desired product was obtained as a brown liquid (9.68 g, lacrimator).
後処理
- customAt 0° C
- customIt was quenched with 10 ml water
- extractionThe water layer was extracted 3 times with CH2Cl2
- washThe combined organic layers were washed with brine
- dry with materialThe organic phase was dried with Na2SO4
- filtrationfiltrated
- customthe filtrate evaporated
出典と根拠
- ORDレコード
- ord-ea3b8cd878e34e4f8bdae6b7f8cf2e5c
- 出典データセット
- uspto-grants-2015_05
- 特許番号
- US09040708B2
反応ノート
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