Pinacol → 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

HRID 46300

反応式

HRID 46300 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([B:8]([OH:10])[OH:9])[CH:7]=1.O[C:13]([C:16](O)([CH3:18])[CH3:17])([CH3:15])[CH3:14]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:11])=[C:6]([B:8]2[O:9][C:16]([CH3:18])([CH3:17])[C:13]([CH3:15])([CH3:14])[O:10]2)[CH:7]=1

参加物

4

反応物 2

HCID 6425PinacolHCID 37724765-Fluoro-2-hydroxyphenylboronic acid

生成物 1

HCID 567377034-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol収率 92%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a suspension of (5-fluoro-2-hydroxyphenyl)boronic acid (1.000 g, 0.00641 mol) in toluene (3.0 ml) was added pinacol (0.875 g, 0.007404 mol). This was heated to reflux using a Dean-Stark apparatus for 24 hours before concentrating in vacuo. The residue was suspended in tert-butyl-methyl ether (10.0 ml) and organic layer was washed with saturated aqueous sodium chloride solution (2×10.0 ml), dried over sodium sulphate, filtered and concentrated in vacuo to afford the title compound as a translucent oil, 1.4 g, 92% yield.

後処理

  1. temperatureThis was heated
  2. temperatureto reflux
  3. customfor 24 hours
  4. concentrationbefore concentrating in vacuo
  5. washorganic layer was washed with saturated aqueous sodium chloride solution (2×10.0 ml)
  6. dry with materialdried over sodium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f3ffb88b56034f2a839a4350830e99c8
出典データセット
uspto-grants-2013_09
特許番号
US08541588B2

関連ノート

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