Hydrochloric Acid → 3-Isopropyl-2-cyclopenten-1-one

HRID 1006183

反応式

HRID 1006183 の反応式
[CH:1]([Mg]Cl)([CH3:3])[CH3:2].C(O[C:9]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]=1)C.Cl>>[CH:1]([C:9]1[CH2:13][CH2:12][C:11](=[O:14])[CH:10]=1)([CH3:3])[CH3:2]

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 897773-Ethoxycyclopent-2-en-1-oneHCID 178418918HCID 178418918、化合物

生成物 1

HCID 5575993-Isopropyl-2-cyclopenten-1-one収率 20%

反応条件

温度
0 °C

実験手順

Isopropylmagnesium chloride (5 mL, 10 mmol, 2 M in diethyl ether) was placed in a dry flask and cooled to 0° C. 3-Ethoxycyclopentenone (0.88 g, 7 mmol) was added dropwise to the solution of the Grignard reagent, and the resulting mixture was stirred at room temperature for 23 h. At this point, 1 M HCl (15 mL) was added gradually, the aqueous phase was separated and extracted 3×with diethyl ether. The combined organic phases were dried over MgSO4, filtered, and concentrated in vacuo. The product was purified first by Kugelrohr distillation (0.1 torr, 120° C.), then by flash chromatography (1:1 pentane:ether) to afford the product as a colorless liquid (0.171 g, 20%). Spectroscopic data were consistent with previously reported data for this compound.7

後処理

  1. customthe aqueous phase was separated
  2. extractionextracted 3×with diethyl ether
  3. dry with materialThe combined organic phases were dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. distillationThe product was purified first by Kugelrohr distillation (0.1 torr, 120° C.)

出典と根拠

ORDレコード
ord-54afbbe8428146c0bd4ba54636384c5e
出典データセット
uspto-grants-2004_09
特許番号
US06787655B2

関連ノート

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