benzenethiol, potassium salt → 8-fluoro-6-phenylsulfanyl-3,4-dihydro-2H-naphthalen-1-one

HRID 1013592ノート

反応式

HRID 1013592 の反応式
F[C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([F:12])[CH:11]=1)[C:8](=[O:13])[CH2:7][CH2:6][CH2:5]2.[C:14]1([S-:20])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[K+]>CS(C)=O.Cl>[F:12][C:10]1[CH:11]=[C:2]([S:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:3]=[C:4]2[C:9]=1[C:8](=[O:13])[CH2:7][CH2:6][CH2:5]2

参加物

5

反応物 2

HCID 11789364benzenethiol, potassium saltHCID 552745816,8-Difluoro-3,4-dihydronaphthalen-1(2H)-one

生成物 1

HCID 590217698-fluoro-6-phenylsulfanyl-3,4-dihydro-2H-naphthalen-1-one

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

A mixture of 6,8-difluoro-3,4-dihydro-2H-naphthalen-1-one (1.0 gram, 5.5 moles) and potassium thiophenolate (0.81 gram, 5.5 mmole) in 4 mL DMSO was heated at 50° C. for 0.5 hour. The mixture was diluted with 30 mL 0.1N hydrochloric acid and then it was extracted with 50 mL diethyl ether. The organic phase was washed with water, dried (magnesium sulfate) and concentrated under reduced pressure. 8-Fluoro-6-phenylsulfanyl-3,4-dihydro-2H-naphthalen-1-one was obtained by recrystallization of the residue from ethyl acetate/hexane, 0.871 gram (58%), m.p. 112-113° C., M+H=273.

後処理

  1. extractionit was extracted with 50 mL diethyl ether
  2. washThe organic phase was washed with water
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-26d8df215406484eb46ccf2733addd01
出典データセット
uspto-grants-2011_07
特許番号
US07981923B2

反応ノート

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