(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol → (6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone

HRID 1621582ノート

反応式

HRID 1621582 の反応式
[F:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)[OH:9])=[CH:4][CH:3]=1>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[F:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([S:16][CH3:17])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 59548286(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol

生成物 1

HCID 66600001(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone収率 87.9%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒2 回HCID 6344Dichloromethane溶媒

実験手順

(6-Fluoropyridin-3-yl)(4-(methylthio)phenyl)methanol (Example 103) (1.5304 g, 6.1387 mmol) was dissolved in DCM (60 mL) and manganese (IV) oxide (Aldrich less than micron, activated, 2.546 g, 29.28 mmol) was added. The reaction was stirred at room temperature for 90 minutes, and then more activated manganese (IV) oxide (2.736 g, 31.47 mmol) was added. The reaction was stirred overnight and then was filtered through a Celite® (diatomaceous earth) pad, which was washed with DCM. The filtrate was concentrated, and dried under high vacuum to give (6-fluoropyridin-3-yl)(4-(methylthio)phenyl)methanone (1.334 g). 1H NMR (CDCl3, 400 MHz) δ 8.64 (d, J=2.35 Hz, 1H), 8.26 (td, J=8.07 Hz, 2.45 Hz, 1H), 7.75 (d, J=8.61 Hz, 2H), 7.33 (d, J=8.41 Hz, 2H), 7.09 (dd, J=8.41 Hz, 2.54 Hz, 1H), 2.56 (s, 3H). m/z (ESI, pos. ion) 248 (M+H)+.

後処理

  1. addition2.546 g, 29.28 mmol) was added
  2. stirringThe reaction was stirred overnight
  3. filtrationwas filtered through a Celite® (diatomaceous earth) pad, which
  4. washwas washed with DCM
  5. concentrationThe filtrate was concentrated
  6. customdried under high vacuum

出典と根拠

ORDレコード
ord-80141495bbd847db93a4ea4c7d02c15e
出典データセット
uspto-grants-2014_07
特許番号
US08772480B2

反応ノート

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