1-Butanol → HCID 54574149、化合物

HRID 328663ノート

反応式

HRID 328663 の反応式
[Na].[CH2:2]([O:4][C:5](=[O:17])[CH:6]=[C:7]([CH2:15][CH3:16])[CH:8]([CH3:14])[CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])[CH3:3].[CH2:18](O)[CH2:19]CC>C(O)(=O)C>[CH2:2]([O:4][C:5](=[O:17])[CH:6]=[C:7]([CH2:15][CH3:16])[CH:8]([CH3:14])[CH2:9][CH:10]=[C:11]([CH3:12])[CH3:13])[CH2:3][CH2:18][CH3:19]

参加物

5

反応物 3

HCID 2631-ButanolHCID 94099Ethyl 3-ethyl-4,7-dimethyl-2,6-octadienoateHCID 5360545Sodium

生成物 1

HCID 54574149HCID 54574149、化合物収率 73%

試薬・触媒・溶媒 1

HCID 176Acetic Acid触媒

反応条件

温度
100 °C

実験手順

A solution of 100 mg of sodium in 85 ml of n-butanol is placed in a flask filled with nitrogen and cooled to ca 5° C. At this temperature, 20 g (0.09 mol) of 3-ethyl-4,7-dimethyl-2,6-octadienoic acid ethyl ester are added. The mixture is then warmed to 60° C for 5 hours and to 100° C for 3 hours. For the working-up, the mixture is acidified with a few drops of glacial acetic acid and then the major part of the n-butanol is distilled off on a rotary evaporator. The residue is taken up in n-hexane, washed twice with sodium bicarbonate solution and three times with water, dried over sodium over sodium sulphate and evaporated. The crude product (19.3 g) is fractionally distilled. There are obtained 16.4 g (73%) of pure 3-ethyl-4,7-dimethyl-2,6-octadienoic acid n-butyl ester of boiling point 90°-92° C/0.04 mm Hg; nD 20 = 1.4677.

後処理

  1. additionfilled with nitrogen
  2. temperaturecooled to ca 5° C
  3. distillationthe major part of the n-butanol is distilled off on a rotary evaporator
  4. washwashed twice with sodium bicarbonate solution and three times with water
  5. dry with materialdried over sodium over sodium sulphate
  6. customevaporated
  7. distillationThe crude product (19.3 g) is fractionally distilled

出典と根拠

ORDレコード
ord-d7e92576f5dd43e196057faa86ac53a4
出典データセット
uspto-grants-1977_04
特許番号
US04018718

反応ノート

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