Hydrochloric Acid → 1-Chloro-5,5-dimethylnonan-4-one

HRID 372506ノート

反応式

HRID 372506 の反応式
[CH3:1][C:2]([Mg]Cl)([CH3:7])[CH2:3][CH2:4][CH2:5][CH3:6].[Mg].ClC(C)(C)CCCC.[Cl:19][CH2:20][CH2:21][CH2:22][C:23](Cl)=[O:24].Cl>CCOCC>[Cl:19][CH2:20][CH2:21][CH2:22][C:23](=[O:24])[C:2]([CH3:7])([CH3:1])[CH2:3][CH2:4][CH2:5][CH3:6]

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 783704-Chlorobutyryl chlorideHCID 1382242-Chloro-2-methylhexaneHCID 5462224MagnesiumHCID 178443943HCID 178443943、化合物

生成物 1

HCID 203860731-Chloro-5,5-dimethylnonan-4-one

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

Four hundred ml. of a solution in ether of 1,1-dimethylpentylmagnesium chloride prepared from magnesium (24.3 g., 1.0 mole) and 1-chloro-1,1-dimethylpentane (134.5 g., 1.0 mole) according to the procedure of Whitmore and Badertscher [J. Am. Chem. Soc., 55, 1559 (1933)] is added dropwise with stirring to 4-chloro-butyryl chloride (197 g., 1.4 moles) in ether (400 ml.) during 6 hours. The reaction mixture is stirred for an additional 12 hours. It is then poured into a mixture of ice and dilute hydrochloric acid. The ether layer is separated, washed with water and brine and dried over sodium sulfate. The ether is evaporated and the residue distilled at aspirator vacuum through a Vigreaux column to yield the product as a colorless oil.

後処理

  1. additionis added dropwise
  2. customThe ether layer is separated
  3. washwashed with water and brine
  4. dry with materialdried over sodium sulfate
  5. customThe ether is evaporated
  6. distillationthe residue distilled at aspirator vacuum through a Vigreaux column

出典と根拠

ORDレコード
ord-600ed36075834fe29a03f0acf0741c75
出典データセット
uspto-grants-1978_05
特許番号
US04091107

反応ノート

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