Sodium 2-methyl-2-propanethiolate → 3-tert-Butylsulfanyl-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-5H-benzo[c]thiophen-4-one

HRID 1385287ノート

反応式

HRID 1385287 の反応式
C([N:4]1[CH:8]=[CH:7][C:6]([C:9]2[S:10][C:11](S(C)=O)=[C:12]3[C:17](=[O:18])[CH2:16][C:15]([CH3:20])([CH3:19])[CH2:14][C:13]=23)=[N:5]1)(=O)C.[CH3:24][C:25]([S-:28])([CH3:27])[CH3:26].[Na+]>C1COCC1>[CH3:19][C:15]1([CH3:20])[CH2:14][C:13]2=[C:9]([C:6]3[CH:7]=[CH:8][NH:4][N:5]=3)[S:10][C:11]([S:28][C:25]([CH3:27])([CH3:26])[CH3:24])=[C:12]2[C:17](=[O:18])[CH2:16]1

参加物

4

反応物 2

HCID 5147913Sodium 2-methyl-2-propanethiolate2 回HCID 211845311-(1-Acetylpyrazol-3-yl)-6,6-dimethyl-3-methanesulphinyl-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one

生成物 1

HCID 1784268003-tert-Butylsulfanyl-6,6-dimethyl-1-(1H-pyrazol-3-yl)-6,7-dihydro-5H-benzo[c]thiophen-4-one収率 48.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 1-(1-acetylpyrazol-3-yl)-6,6-dimethyl-3-methanesulphinyl-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one (73 mg, 0.21 mmol) in THF (7 mL) was added sodium 2-methyl-2-propanethiolate (47 mg, 0.42 mmol). After 90 min more sodium 2-methyl-2-propanethiolate (15 mg, 0.14 mmol) was added, and after a further 30 min the mixture was partitioned between EtOAc (15 mL) and water (10 mL). The organic layer was separated, dried (Na2SO4) and evaporated. The residue was chromatographed on silica gel, eluting with petrol:EtOAc (1:1), to give the title compound (34 mg, 48%) as a yellow solid. mp 220-222° C.

後処理

  1. customafter a further 30 min the mixture was partitioned between EtOAc (15 mL) and water (10 mL)
  2. customThe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. customevaporated
  5. customThe residue was chromatographed on silica gel
  6. washeluting with petrol:EtOAc (1:1)

出典と根拠

ORDレコード
ord-9df5b5ef2cb24dc295376e85d503e1ad
出典データセット
uspto-grants-2001_07
特許番号
US06262103B1

反応ノート

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