Propionic Acid → Ethyl 3-methyl-3-(trifluoromethyl)pent-4-enoate

HRID 216354

반응식

HRID 216354 반응식
[CH:1]([O:8]CC)([O:5][CH2:6][CH3:7])OCC.[F:11][C:12]([F:19])([F:18])[C:13]([CH3:17])=[CH:14][CH2:15]O.[C:20](O)(=O)CC>C(OCC)C>[CH3:17][C:13]([C:12]([F:19])([F:18])[F:11])([CH:14]=[CH2:15])[CH2:20][C:1]([O:5][CH2:6][CH3:7])=[O:8]

참가 물질

5

반응물 3

HCID 1032Propionic AcidHCID 31214Ethyl orthoformateHCID 540431804,4,4-Trifluoro-3-methylbut-2-en-1-ol

생성물 1

HCID 10910798Ethyl 3-methyl-3-(trifluoromethyl)pent-4-enoate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
200 °C

실험 절차

Triethyl orthoformate (6.51 mL, 35.7 mmol) was added to an ambient temperature mixture of 4,4,4-trifluoro-3-methylbut-2-en-1-ol (ca. 500 mg, 3.57 mmol) and propionic acid (13 μL, 0.18 mmol). After heating in a sealed tube at 200° C. for 30 h, the reaction mixture was cooled, diluted with diethyl ether and washed with saturated aqueous sodium bicarbonate. The organic phase was dried (magnesium sulfate) and concentrated in vacuo. Chromatography over silica eluting with 0-20% ethyl acetate/hexane afforded ethyl 3-methyl-3-(trifluoromethyl)pent-4-enoate.

후처리

  1. temperaturethe reaction mixture was cooled
  2. washwashed with saturated aqueous sodium bicarbonate
  3. dry with materialThe organic phase was dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-764fbb9f5e2a4c2cb8ac9fa2da6f71cc
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193228B2

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