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Hydrochloric Acid → HCID 69045518、化合物

HRID 1866833
ノート
印刷プレビュー

反応式

HRID 1866833 の反応式
II.[Mg].[C:4]([O:7][C:8]1[C:13]([CH:14](Br)[CH2:15][CH2:16]Br)=[CH:12][CH:11]=[CH:10][C:9]=1[Br:19])(=[O:6])[CH3:5].Cl>C1COCC1>[C:4]([O:7][C:8]1[C:13]([CH:14]2[CH2:16][CH2:15]2)=[CH:12][CH:11]=[CH:10][C:9]=1[Br:19])(=[O:6])[CH3:5]
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 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 5462224MagnesiumHCID 69045690HCID 69045690、化合物

生成物 1

HCID 69045518HCID 69045518、化合物収率 41.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Iodine (catalytic amount) was added to a mixture of magnesium (75.5 mg, 3.14 mmol) and anhydrous THF (1.5 ml) under a nitrogen atmosphere, and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 2-bromo-6-(1,3-dibromopropyl)phenyl acetate (1.24 g, 2.99 mmol) in anhydrous THF (4.5 ml) was added to the mixture at 80° C. over 2 minutes. After the mixture was stirred at 80° C. for 1 hour and 30 minutes, the mixture was further stirred at room temperature for 2 hours. The reaction mixture was ice-cooled and 1M hydrochloric acid was added thereto to make pH to 2 or lower. The mixture was extracted with ethyl acetate. The organic layer was combined and successively washed with water and a saturated aqueous NaCl solution, followed by drying with anhydrous sodium sulfate. After the solid was removed by filtration, the filtrate was concentrated to obtain a residue. This residue was purified by silica gel column chromatography to obtain 316 mg of 2-bromo-6-cyclopropylphenyl acetate.

後処理

  1. stirringAfter the mixture was stirred at 80° C. for 1 hour and 30 minutes
  2. stirringthe mixture was further stirred at room temperature for 2 hours
  3. temperaturecooled
  4. extractionThe mixture was extracted with ethyl acetate
  5. washsuccessively washed with water
  6. dry with materialby drying with anhydrous sodium sulfate
  7. customAfter the solid was removed by filtration
  8. concentrationthe filtrate was concentrated
  9. customto obtain a residue
  10. customThis residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-71d33953f98d480f8a08096930c7ff24
出典データセット
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07629494B2

反応ノート

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