Tetrabutylammonium Fluoride → 2-(2,5-Difluoro-phenoxy)-ethanol

HRID 1712582ノート

反応式

HRID 1712582 の反応式
[F:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[O:4][CH2:5][CH2:6][O:7][Si](C(C)C)(C(C)C)C(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:1][C:2]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:3]=1[O:4][CH2:5][CH2:6][OH:7]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 67369881[2-(2,5-Difluorophenoxy)ethoxy]triisopropylsilane

生成物 1

HCID 632691512-(2,5-Difluoro-phenoxy)-ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

The solution of 1.80 g of [2-(2,5-difluorophenoxy)ethoxy]triisopropylsilane and 23 ml of tetrahydrofuran admixed with 4.37 ml of tetrabutylammonium fluoride solution (1M in tetrahydrofuran) and stirred at 60° C. over 1 hour. The reaction mixture is cooled, poured onto water (70 ml) and extracted with tert-butyl methyl ether (2×70 ml). The organic phases are washed with brine (1×50 ml), dried over sodium sulphate, filtered and concentrated by evaporation. The title compound is obtained as a colourless oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.19 (2:1 EtOAc-heptane); Rt=3.17.

後処理

  1. temperatureThe reaction mixture is cooled
  2. additionpoured onto water (70 ml)
  3. extractionextracted with tert-butyl methyl ether (2×70 ml)
  4. washThe organic phases are washed with brine (1×50 ml)
  5. dry with materialdried over sodium sulphate
  6. filtrationfiltered
  7. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-1efcacb5c8454528a6ba251402d22cc0
出典データセット
uspto-grants-2010_09
特許番号
US07790715B2

反応ノート

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