Hydrochloric Acid → 4-Methyl-2-methylene valeric acid

HRID 1525465

반응식

HRID 1525465 반응식
[CH2:1]([CH:5]([C:9](O)=O)[C:6]([OH:8])=[O:7])[CH:2]([CH3:4])[CH3:3].C(OCC)(=O)C.C(NCC)C.Cl>CCOCC>[CH2:1]([C:5](=[CH2:9])[C:6]([OH:8])=[O:7])[CH:2]([CH3:4])[CH3:3]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 8021DiethylamineHCID 8857Ethyl AcetateHCID 78069Isobutylmalonic acid

생성물 1

HCID 1686594-Methyl-2-methylene valeric acid

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

반응 조건

온도
5 °C

실험 절차

To a solution of 72.9 g (0.455 mol) of isobutylmalonic acid in 650 ml of ethyl acetate 54.2 ml (38.3 g, 0.524 mol) of diethylamine was added dropwise at 5° C. To the obtained suspension 19.2 g (0.640 mol) of paraform was added. The resulting mixture was refluxed for 5 h, then cooled to 5° C., and 350 ml of ether and 1000 cm3 of 2M HCl were added. After mixing the organic layer was separated, the aqueous layer was additionally extracted with 2×500 ml of ether. The combined organic extract was dried over Na2SO4 and then evaporated to dryness. Rectification of the residue in vacuum gave the title product, bp 75-77° C./6 mm Hg. Yield 51.5 g (88%) of colorless liquid.

후처리

  1. temperatureThe resulting mixture was refluxed for 5 h
  2. additionAfter mixing the organic layer
  3. customwas separated
  4. extractionthe aqueous layer was additionally extracted with 2×500 ml of ether
  5. extractionThe combined organic extract
  6. dry with materialwas dried over Na2SO4
  7. customevaporated to dryness

출처 및 근거

ORD 기록
ord-181a4e06fbcc44738fa00172408e16bc
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09079985B2

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