Anisole → 3-Fluoro-5-methoxybenzenethiol

HRID 591559ノート

反応式

HRID 591559 の反応式
C1(OC)C=CC=CC=1.[F:9][C:10]1[CH:15]=[C:14]([S:16]CC2C=CC(OC)=CC=2)[CH:13]=[C:12]([O:26][CH3:27])[CH:11]=1>C(O)(C(F)(F)F)=O>[F:9][C:10]1[CH:15]=[C:14]([SH:16])[CH:13]=[C:12]([O:26][CH3:27])[CH:11]=1

参加物

4

反応物 2

HCID 7519AnisoleHCID 897678621-Fluoro-3-methoxy-5-((4-methoxybenzyl)sulfanyl)benzene

生成物 1

HCID 897677523-Fluoro-5-methoxybenzenethiol収率 65.3%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of anisole (12.04 g), 1-fluoro-3-methoxy-5-((4-methoxybenzyl)sulfanyl)benzene (6.2 g) and TFA (20 mL) was refluxed for 1 h, then concentrated in vacuo. Water was added to the residue and the mixture was extracted with EtOAc. The organic layer was washed with saturated aqueous NaHCO3 and extracted with 2N NaOH (100 mL×3). The water layer was acidified with 6N HCl and extracted with EtOAc. The EtOAc extract was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo to give the title compound (2.30 g).

後処理

  1. temperaturewas refluxed for 1 h
  2. concentrationconcentrated in vacuo
  3. additionWater was added to the residue
  4. extractionthe mixture was extracted with EtOAc
  5. washThe organic layer was washed with saturated aqueous NaHCO3
  6. extractionextracted with 2N NaOH (100 mL×3)
  7. extractionextracted with EtOAc
  8. extractionThe EtOAc extract
  9. washwas washed successively with water and brine
  10. dry with materialdried over MgSO4
  11. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2766f89b2e7a4cb69620e2cade1bf18f
出典データセット
uspto-grants-2016_01
特許番号
US09238639B2

反応ノート

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