Sodium Bicarbonate → 4-(2H-1,3-Benzodioxol-4-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol

HRID 1444427ノート

反応式

HRID 1444427 の反応式
C([O:3][C:4](=O)[C:5]([OH:23])([C:19]([F:22])([F:21])[F:20])[CH2:6][C:7]([C:10]1[C:18]2[O:17][CH2:16][O:15][C:14]=2[CH:13]=[CH:12][CH:11]=1)([CH3:9])[CH3:8])C.[H-].[Al+3].[Li+].[H-].[H-].[H-].C(=O)(O)[O-].[Na+]>C(OCC)C>[O:15]1[C:14]2[CH:13]=[CH:12][CH:11]=[C:10]([C:7]([CH3:9])([CH3:8])[CH2:6][C:5]([C:19]([F:20])([F:22])[F:21])([OH:23])[CH2:4][OH:3])[C:18]=2[O:17][CH2:16]1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 17989248HCID 17989248、化合物HCID 21226445Aluminium lithium hydride

生成物 1

HCID 219488974-(2H-1,3-Benzodioxol-4-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol収率 61%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

12.5 g (36.03 mmol) of 4-(1,3-benzodioxol-4-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)-pentanoic acid ethyl ester is introduced into 430 ml of diethyl ether and mixed in portions with 2.05 g (54.1 mmol) of lithium aluminum hydride at 0° C. After stirring overnight at room temperature, the batch is carefully added to sodium bicarbonate solution. It is filtered by means of diatomaceous earth and extracted three times with ethyl acetate. The combined organic extracts are washed with brine, dried, and the solvent is spun off after the desiccant is filtered off. Chromatography of the residue on silica gel (mobile solvent ethyl acetate/hexane) yields 6.7 g (61%) of the desired alcohol.

後処理

  1. filtrationIt is filtered by means of diatomaceous earth
  2. extractionextracted three times with ethyl acetate
  3. washThe combined organic extracts are washed with brine
  4. customdried
  5. filtrationis filtered off

出典と根拠

ORDレコード
ord-967a9662a573472ea96b6342215494b9
出典データセット
uspto-grants-2010_02
特許番号
US07662821B2

反応ノート

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