Ethanol → Ethyl 11-bromoundecanoate

HRID 1092899노트

반응식

HRID 1092899 반응식
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13].[CH2:15](O)[CH3:16].C(Cl)(Cl)Cl>C1(C)C=CC(S(O)(=O)=O)=CC=1.O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

참가 물질

6

반응물 3

HCID 702EthanolHCID 6212ChloroformHCID 1781211-Bromoundecanoic acid

생성물 1

HCID 235144Ethyl 11-bromoundecanoate수율 72%

시약·촉매·용매 2

HCID 6101p-Toluenesulfonic acid촉매HCID 962Water용매2회

실험 절차

1000 g of 90% pure 11-bromoundecanoic acid (equivalent to 3.39 mol), 304.0 g (6.60 mol) of ethanol and 20.0 g of p-toluenesulfonic acid were introduced into 400 ml of chloroform in an experimental apparatus with water trap (for entrainers with higher specific gravity than water). The mixture was heated under reflux until water no longer separated out (about 6 hours). After the solution had cooled to room temperature it was washed successively with 1 l of water, 500 ml of saturated NaHCO3 solution and 1 l of water. The solvent was removed in vacuo. Vacuum distillation (b.p. 131-133° C./1 mbar) resulted in 716.3 g (2.44 mol, 72%) of ethyl 11-bromoundecanoate.

후처리

  1. temperatureThe mixture was heated
  2. customno longer separated out (about 6 hours)
  3. washwas washed successively with 1 l of water, 500 ml of saturated NaHCO3 solution and 1 l of water
  4. customThe solvent was removed in vacuo
  5. distillationVacuum distillation (b.p. 131-133° C./1 mbar)

출처 및 근거

ORD 기록
ord-ab3141e402444fc9b006f268b1b62cc4
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129552B2

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