Ethanol → 2-(4-Bromo-2,6-dimethylphenoxy)ethanol

HRID 30754

反応式

HRID 30754 の反応式
[BH4-].[Na+].[Br:3][C:4]1[CH:16]=[C:15]([CH3:17])[C:7]([O:8][CH2:9][C:10](OCC)=[O:11])=[C:6]([CH3:18])[CH:5]=1.O1CCCC1.C(O)C>O>[Br:3][C:4]1[CH:5]=[C:6]([CH3:18])[C:7]([O:8][CH2:9][CH2:10][OH:11])=[C:15]([CH3:17])[CH:16]=1

参加物

6

反応物 4

HCID 702EthanolHCID 8028TetrahydrofuranHCID 875019Ethyl (4-bromo-2,6-dimethylphenoxy)acetateHCID 4311764Sodium borohydride

生成物 1

HCID 537074432-(4-Bromo-2,6-dimethylphenoxy)ethanol収率 97.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Sodium borohydride (0.21 g) was added to a mixture of ethyl (4-bromo-2,6-dimethylphenoxy)acetate (0.78 g), tetrahydrofuran (5 mL) and ethanol (5 mL), and the mixture was stirred at room temperature for 4 hrs. The reaction mixture was diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:ethyl acetate/n-hexane=1/2) to afford the title compound (0.65 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (eluent:ethyl acetate/n-hexane=1/2)

出典と根拠

ORDレコード
ord-63919e776b274c8f99d5d3eca09608aa
出典データセット
uspto-grants-2008_09
特許番号
US07423185B2

関連ノート

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