Triethylsilane → 5-Bromo-3-ethyl-2-hydroxybenzoic acid

HRID 2388955ノート

反応式

HRID 2388955 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:12](O)[CH3:13])[C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:12][CH3:13])[C:5]([OH:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

参加物

4

反応物 2

HCID 12052TriethylsilaneHCID 57975908HCID 57975908、化合物

生成物 1

HCID 579757275-Bromo-3-ethyl-2-hydroxybenzoic acid収率 62%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
90 °C

実験手順

974 mg (3.73 mmol) of 5-bromo-2-hydroxy-3-(1-hydroxy-ethyl)-benzoic acid was dissolved in trifluoroacetic acid under nitrogen. 715 μL (521 mg, 4.48 mmol) of triethyl silane was added and the resulting mixture was heated to 90° C. for 2 h. The mixture was evaporated and the residue purified by flash chromatography on silica gel using a gradient of ethyl acetate in hexanes to afford 563 mg (2.30 mmol, 62%) of 5-bromo-3-ethyl-2-hydroxy-benzoic acid as a colorless solid. MS: m/z 243.0+244.9 (M+H+).

後処理

  1. customThe mixture was evaporated
  2. customthe residue purified by flash chromatography on silica gel using a gradient of ethyl acetate in hexanes

出典と根拠

ORDレコード
ord-8e5662712cbb4f54a3c1ec6e66ee734b
出典データセット
uspto-grants-2012_09
特許番号
US08268994B2

反応ノート

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