Thionyl Chloride → (E)-2-(3-Chloroprop-1-en-1-yl)-1,4-difluorobenzene

HRID 1767133ノート

反応式

HRID 1767133 の反応式
S(Cl)([Cl:3])=O.N1C2C=CC=CC=2N=N1.[F:14][C:15]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:16]=1[CH:17]=[CH:18][CH2:19]O>ClCCl>[Cl:3][CH2:19]/[CH:18]=[CH:17]/[C:16]1[CH:21]=[C:22]([F:25])[CH:23]=[CH:24][C:15]=1[F:14]

参加物

5

反応物 3

HCID 24386Thionyl ChlorideHCID 534015802,5-Difluorocinnamyl alcoholHCID 178418385HCID 178418385、化合物

生成物 1

HCID 11608064(E)-2-(3-Chloroprop-1-en-1-yl)-1,4-difluorobenzene収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 0.66 cm3 (9.07 mmol) of thionyl chloride and 1.08 g (9.07 mmol) of benzotriazole in 70 cm3 of dichloromethane are added at a temperature in the region of 20° C., under an argon atmosphere, to 1.25 g (7.34 mmol) of 2,5-difluorocinnamyl alcohol in solution in 130 cm3 of dichloromethane. After stirring for 10 minutes, the reaction mixture is filtered on No. 3 sintered glass and the solid residue rinsed with twice 20 cm3 of dichloromethane. The filtrate is washed with 3 times 75 cm3 of water. The organic phase is dried over anhydrous magnesium sulfate and filtered to give a solution of 2-[(1E)-3-chloro-1-propenyl]-1,4-difluorobenzene (7.34 mmol) which is immediately used as it is in the next step.

後処理

  1. filtrationthe reaction mixture is filtered on No
  2. wash3 sintered glass and the solid residue rinsed with twice 20 cm3 of dichloromethane
  3. washThe filtrate is washed with 3 times 75 cm3 of water
  4. dry with materialThe organic phase is dried over anhydrous magnesium sulfate
  5. filtrationfiltered

出典と根拠

ORDレコード
ord-8b311139721941669c8673fb1b52d995
出典データセット
uspto-grants-2007_06
特許番号
US07232833B2

反応ノート

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