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Hydrochloric Acid → 1-(5-Bromothiophen-2-yl)-2-fluoroethan-1-one

HRID 2369037
ノート
印刷プレビュー

反応式

HRID 2369037 の反応式
[Br:1][C:2]1[S:3][C:4]([C:7](OC)([O:10]C)[CH2:8][F:9])=[CH:5][CH:6]=1.Cl.CCCCCC>CC#N.C(Cl)Cl>[Br:1][C:2]1[S:3][C:4]([C:7](=[O:10])[CH2:8][F:9])=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 8058HexaneHCID 59632496HCID 59632496、化合物

生成物 1

HCID 596321641-(5-Bromothiophen-2-yl)-2-fluoroethan-1-one収率 84%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 2-bromo-5-(2-fluoro-1,1-dimethoxy-ethyl)-thiophene (9.4 g, 35 mmol) in MeCN (100 mL) was added 10% aq. HCl (50 mL) at 20° C. and the reaction mixture was stirred at ° C. for 3 h. Solvent was removed in vacuo to afford a residue, which was partitioned between DCM and water, the aqueous layer was extracted with DCM. The combined organic layers were washed with water, sat aq. NaHCO3 and brine, dried over sodium sulfate and evaporated in vacuo to give a white solid. It was dissolved in minimum volume of DCM, and a large volume of hexane was added. After evaporation of most of the solvent, solid precipitated and was then collected with filtration, washed with hexane and dried under high vacuum to afford 1-(5-bromo-thiophen-2-yl)-2-fluoro-ethanone (6.52 g, 84%). 1H-NMR (CDCl3): δ 7.64 (d, 1H), 7.15 (d, 1H), 5.26 (d, 2H).

後処理

  1. customSolvent was removed in vacuo
  2. customto afford a residue, which
  3. customwas partitioned between DCM and water
  4. extractionthe aqueous layer was extracted with DCM
  5. washThe combined organic layers were washed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated in vacuo
  8. customto give a white solid
  9. customAfter evaporation of most of the solvent, solid
  10. customprecipitated
  11. filtrationwas then collected with filtration
  12. washwashed with hexane
  13. customdried under high vacuum

出典と根拠

ORDレコード
ord-b45aa226f40845d28fc0c952760398e2
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703805B2

反応ノート

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