Triethylamine → 5-(Ethylthio)carbonyloxy-1-methylpyrazol-4-yl 3-(methoxy)-2-methyl-4-(methylsulfonyl)phenyl ketone

HRID 1257992

反応式

HRID 1257992 の反応式
[CH3:1][O:2][C:3]1[C:4]([CH3:22])=[C:5]([C:13]([C:15]2[CH:16]=[N:17][N:18]([CH3:21])[C:19]=2[OH:20])=[O:14])[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:11])=[O:10].C(N(CC)CC)C.[CH3:30][CH2:31][S:32][C:33](Cl)=[O:34].C(OCC)(=O)C>O1CCCC1>[CH3:1][O:2][C:3]1[C:4]([CH3:22])=[C:5]([C:13]([C:15]2[CH:16]=[N:17][N:18]([CH3:21])[C:19]=2[O:20][C:33]([S:32][CH2:31][CH3:30])=[O:34])=[O:14])[CH:6]=[CH:7][C:8]=1[S:9]([CH3:12])(=[O:10])=[O:11]

参加物

6

反応物 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 18056Ethyl chlorothioformateHCID 178493950HCID 178493950、化合物

生成物 1

HCID 161268505-(Ethylthio)carbonyloxy-1-methylpyrazol-4-yl 3-(methoxy)-2-methyl-4-(methylsulfonyl)phenyl ketone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 5-hydroxy-1-methylpyrazol-4-yl 3-methoxy-2-methyl-4-(methylsulfonyl)phenyl ketone (100 mg, 0.3 mmol) in dry tetrahydrofuran (5 mL) were added triethylamine (61 mg) and 96% S-ethyl chlorothiolformate (50 mg) at room temperature. After the reaction solution was stirred for 1 hour, 150 mL of ethyl acetate was added. The mixture was washed twice with a saturated brine, the organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1) to obtain the desired product as an oil.

後処理

  1. washThe mixture was washed twice with a saturated brine
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled off under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=2:1)

出典と根拠

ORDレコード
ord-f6a679cd2faf45e58f27fc7b9858ccc5
出典データセット
uspto-grants-2013_06
特許番号
US08466088B2

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