4-(2,3-Dihydrobenzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol → 4-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanone

HRID 400616ノート

反応式

HRID 400616 の反応式
[O:1]1[C:5]2[C:6]([C:10]([CH3:21])([CH3:20])[CH2:11][C:12]([C:16]([F:19])([F:18])[F:17])([OH:15])CO)=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1>CO>[O:1]1[C:5]2[C:6]([C:10]([CH3:21])([CH3:20])[CH2:11][C:12](=[O:15])[C:16]([F:18])([F:19])[F:17])=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1

参加物

3

反応物 1

HCID 469394814-(2,3-Dihydrobenzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol

生成物 1

HCID 469392134-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanone収率 99.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 4-(2,3-dihydrobenzofuran-7-yl)-4-methyl-2-trifluoromethylpentane-1,2-diol (24.0 g, 78.9 mmol) and NaIO4 (84.3 g, 394 mmol) in 360 mL of methanol was stirred at room temperature overnight. The resulting mixture was filtered through pad of CELITE® filter aid and the filter cake was washed with three 100 mL portions of methanol. The filtrate was concentrated in vacuo, taken up in hexanes, filtered again, and concentrated in vacuo to give 21.4 g of 4-(2,3-dihydrobenzofuran-7-yl)-1,1,1-trifluoro-4-methylpentan-2-one as colorless oil (quantitative yield), which was used without purification.

後処理

  1. filtrationThe resulting mixture was filtered through pad of CELITE®
  2. filtrationfilter aid
  3. washthe filter cake was washed with three 100 mL portions of methanol
  4. concentrationThe filtrate was concentrated in vacuo
  5. filtrationfiltered again
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a70fbb6227044e0690436f7b5b60dc92
出典データセット
uspto-grants-2014_06
特許番号
US08741897B2

反応ノート

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