1,3-Difluorobenzene → 1,3-Difluoro-2-(methylsulfanyl)benzene

HRID 748942ノート

反応式

HRID 748942 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[CH:3]=1.C([Li])CCC.[CH3:14][S:15]SC>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[S:15][CH3:14]

参加物

5

反応物 3

HCID 97411,3-DifluorobenzeneHCID 12232Dimethyl DisulfideHCID 178418339Butyllithium

生成物 1

HCID 132502621,3-Difluoro-2-(methylsulfanyl)benzene収率 794.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

Dissolve 1,3-difluorobenzene (3.5 g, 30.7 mmol) into THF (100 mL). Cool the mixture to −78° C. and add n-butyl lithium (19 mL, 30.7 mmol). Stir for 20 minutes and add dimethyldisulfide (3 mL, 3.38 mmol). Remove the cooling bath and warm to room temperature. Pour the reaction mixture into ice (10 g) and add diethyl ether (100 mL). Separate the layers and wash the organic layer with brine (20 mL). Dry with MgSO4, filter, and concentrate in vacuo to give 4.3 g of 1,3-difluoro-2-methylsulfanyl-benzene (88%).

後処理

  1. customRemove the cooling bath
  2. temperaturewarm to room temperature
  3. additionPour the reaction mixture into ice (10 g)
  4. additionadd diethyl ether (100 mL)
  5. customSeparate the layers
  6. washwash the organic layer with brine (20 mL)
  7. dry with materialDry with MgSO4
  8. filtrationfilter
  9. concentrationconcentrate in vacuo

出典と根拠

ORDレコード
ord-5babcaec94b7415a9c386ab502f0576f
出典データセット
uspto-grants-2008_07
特許番号
US07399867B2

反応ノート

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