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

HRID 1865617노트

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HRID 1865617 반응식
[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]

참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 57975908HCID 57975908, 화합물

생성물 1

HCID 579757275-Bromo-3-ethyl-2-hydroxybenzoic acid수율 62%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

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온도
90 °C

실험 절차

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+).

후처리

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

출처 및 근거

ORD 기록
ord-c9a9b182f71a4b148efb541691a46388
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07626021B2

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