1-Butanol → HCID 54574149, 화합물

HRID 328663노트

반응식

HRID 328663 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 54574149HCID 54574149, 화합물수율 73%

시약·촉매·용매 1

HCID 176Acetic Acid촉매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d7e92576f5dd43e196057faa86ac53a4
출처 데이터셋
uspto-grants-1977_04
특허 번호
US04018718

반응 노트

불러오는 중…