Trifluoroacetic acid → HCID 18615568、化合物

HRID 1069491ノート

反応式

HRID 1069491 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:11](O)[CH3:12])[C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.FC(F)(F)C(O)=O.C([SiH](CC)CC)C>>[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][CH3:12])[C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 18615581HCID 18615581、化合物

生成物 1

HCID 18615568HCID 18615568、化合物収率 75.6%

反応条件

温度
-50 °C

実験手順

To a 250-mL flask was added 1-(6-bromo-benzo[1,3]dioxol4-yl)-ethanol (9.3 g, 37.9 mmol) was added. The solid was cooled to −50° C. and trifluoroacetic acid (44 mL, 568 mmol) was added. Followed addition of triethylsilane (60.5 mL, 379 mmol). The mixture was stirred at reflux for 5 hours, and evaporated in vacuo to an oil. The oil was distilled twice, collecting the fraction boiling between 80° C. and 110° C. at 1.5 mm Hg. The oil was chromatographed on 100 g silica gel, eluted with 5:95 ethyl acetate/hexane. Evaporation of the appropriate fractions gave a clear oil, 6.56 g, 75.6% yield. NMR spectra and elemental analysis were consistent with the structure.

後処理

  1. additionwas added
  2. temperatureat reflux for 5 hours
  3. customevaporated in vacuo to an oil
  4. distillationThe oil was distilled twice
  5. customcollecting the fraction
  6. customboiling between 80° C. and 110° C. at 1.5 mm Hg
  7. customThe oil was chromatographed on 100 g silica gel
  8. washeluted with 5:95 ethyl acetate/hexane
  9. customEvaporation of the appropriate fractions
  10. customgave a clear oil, 6.56 g, 75.6% yield

出典と根拠

ORDレコード
ord-0d87f8d605764d5d950a6f9ac893c51c
出典データセット
uspto-grants-2001_06
特許番号
US06252070B1

反応ノート

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