Water → 2-(4-Isobutylphenyl)propionic acid-p-methylbenzyl ester

HRID 26457

반응식

HRID 26457 반응식
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([CH:11]([CH3:15])[C:12](Cl)=[O:13])=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[CH3:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][OH:22])=[CH:19][CH:18]=1.CN(C)C.O>O1CCCC1>[CH3:16][C:17]1[CH:24]=[CH:23][C:20]([CH2:21][O:22][C:12](=[O:13])[CH:11]([C:8]2[CH:9]=[CH:10][C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][CH:7]=2)[CH3:15])=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1146TrimethylamineHCID 115054-Methylbenzyl alcoholHCID 595157alpha-Methyl-4-(2-methylpropyl)benzeneacetyl chloride

생성물 1

HCID 130346022-(4-Isobutylphenyl)propionic acid-p-methylbenzyl ester수율 84.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 5.4 g of 2-(4-isobutylphenyl)propionic acid chloride and 3.5 g of p-methylbenzyl alcohol in 30 ml of tetrahydrofuran was added 3.7 g of trimethylamine, dropwise under cooling, and reacted at room temperature for 2 hours. After the reaction was complete, the crystals produced were removed by filtration. The filtrate was freed of solvent by distillation to leave a residue, to which was added water. The resulting mixture was extracted with ether, and the extract was dehydrated and freed of solvent by distillation to give an oily residue. This residue was then distilled in vacuo to yield 6.3 g of 2-(4-isobutylphenyl)propionic acid-p-methylbenzyl ester as a colorless oil, boiling at 139°-140° C./0.1 mmHg. Mass spectrum: parent ion 310 m/e.

후처리

  1. temperaturedropwise under cooling
  2. customreacted at room temperature for 2 hours
  3. customthe crystals produced
  4. customwere removed by filtration
  5. distillationThe filtrate was freed of solvent by distillation
  6. customto leave a residue
  7. extractionThe resulting mixture was extracted with ether
  8. distillationfreed of solvent by distillation
  9. customto give an oily residue
  10. distillationThis residue was then distilled in vacuo

출처 및 근거

ORD 기록
ord-27b731b27ea44fdfacc7ad82e600c1a0
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150137

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