Anisole → 3-Fluoro-5-methoxybenzenethiol

HRID 591559노트

반응식

HRID 591559 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 897677523-Fluoro-5-methoxybenzenethiol수율 65.3%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2766f89b2e7a4cb69620e2cade1bf18f
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238639B2

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