Acetic Acid → 2-Bromo-1-thiophen-3-yl-butan-1-one

HRID 1677341

反応式

HRID 1677341 の反応式
[S:1]1[CH:5]=[CH:4][C:3]([C:6](=[O:10])[CH2:7][CH2:8][CH3:9])=[CH:2]1.C(O)(=O)C.[Br:15]Br>C(OCC)C>[Br:15][CH:7]([CH2:8][CH3:9])[C:6]([C:3]1[CH:4]=[CH:5][S:1][CH:2]=1)=[O:10]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 24408BromineHCID 201580431-(Thiophen-3-yl)butan-1-one

生成物 1

HCID 595986182-Bromo-1-thiophen-3-yl-butan-1-one収率 60.9%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

1-Thiophen-3-yl-butan-1-one (6.7 g. 43 mmol) in 210 mL diethyl ether was cooled to zero degrees C., and 0.6 ml glacial acetic acid was added dropwise, followed by bromine (2.26 ml, 46 mmol) dropwise. The reaction mixture was allowed to warm to room temperature over hours. The reaction mixture was washed the with water, 1 N sodium thiosulfate, brine, and then dried over magnesium sulfate. Solvent was removed under reduced pressure to give an oil which was chromatographed (5% EtOAc/Hexanes) to give 6.1 g 2-Bromo-1-thiophen-3-yl-butan-1-one, 79%, as an oil.

後処理

  1. washThe reaction mixture was washed the with water, 1 N sodium thiosulfate, brine
  2. dry with materialdried over magnesium sulfate
  3. customSolvent was removed under reduced pressure
  4. customto give an oil which
  5. customwas chromatographed (5% EtOAc/Hexanes)

出典と根拠

ORDレコード
ord-e823679ea8b443148ec162a13818710a
出典データセット
uspto-grants-2011_08
特許番号
US08008313B2

関連ノート

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