Valeryl chloride → 1-Heptyn-3-one, 1-(trimethylsilyl)-

HRID 126723

反応式

HRID 126723 の反応式
[C:1](Cl)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].[CH3:8][Si:9]([C:12]#[C:13][Si](C)(C)C)([CH3:11])[CH3:10].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[CH3:8][Si:9]([C:12]#[C:13][C:1]([CH2:2][CH2:3][CH2:4][CH3:5])=[O:6])([CH3:11])[CH3:10]

参加物

5

反応物 3

HCID 61186Valeryl chlorideHCID 84564Bis(trimethylsilyl)acetyleneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 110195111-Heptyn-3-one, 1-(trimethylsilyl)-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 14.4 g. of valeryl chloride and 20.4 g. of bis-trimethylsilylacetylene in 300 ml. of dry methylene chloride, cooled in an ice bath, is added powdered anhydrous aluminum chloride, portionwise, over a period of 20 minutes. The mixture is stirred for 5 minutes, then the cooling bath is removed and the mixture is stirred at room temperature for 4 l hours. The mixture is poured into 500 ml. of ice-water. The organic layer is separated, washed with water and brine, dried over anhydrous sodium sulfate and filtered through diatomaceous earth. The mother liquor is evaporated to dryness giving a brownish residue. This residue is Kugelrohr-distilled to give 16.56 g. of colorless liquid at 45° C./0.3 mm which is essentially identical with the authentic product.

後処理

  1. additionis added
  2. customthe cooling bath is removed
  3. stirringthe mixture is stirred at room temperature for 4 l hours
  4. additionThe mixture is poured into 500 ml
  5. customThe organic layer is separated
  6. washwashed with water and brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered through diatomaceous earth
  9. customThe mother liquor is evaporated to dryness
  10. customgiving a brownish residue
  11. distillationThis residue is Kugelrohr-distilled
  12. customto give 16.56 g
  13. customat 45° C.

出典と根拠

ORDレコード
ord-7a3e0c249c8d4a16a23a7ddc8df565cb
出典データセット
uspto-grants-1981_03
特許番号
US04254036

関連ノート

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