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

HRID 1811995

反応式

HRID 1811995 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 5 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. stirringThe reaction was stirred overnight
  2. filtrationwas filtered through a Celite® (diatomaceous earth) pad, which
  3. washwas washed with DCM
  4. concentrationThe filtrate was concentrated
  5. customdried under high vacuum

出典と根拠

ORDレコード
ord-571e460726d54815943980aa8e58d53f
出典データセット
uspto-grants-2013_01
特許番号
US08362241B2

関連ノート

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