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HCID 53714028, 화합물 → Cyclopentaneacetic acid, 3-oxo-2-propyl-, methyl ester

HRID 918262
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HRID 918262 반응식
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[CH2:9][CH2:8][C:7](=[O:10])[C:6]=1[CH2:11][CH2:12][CH3:13].[H][H]>>[CH2:11]([CH:6]1[C:7](=[O:10])[CH2:8][CH2:9][CH:5]1[CH2:4][C:3]([O:2][CH3:1])=[O:14])[CH2:12][CH3:13]
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참가 물질

3

반응물 2

HCID 53714028HCID 53714028, 화합물HCID 178418361HCID 178418361, 화합물2회

생성물 1

HCID 170615Cyclopentaneacetic acid, 3-oxo-2-propyl-, methyl ester수율 73.6%

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온도
40 °C

실험 절차

Into a 1 liter flask purged with dry nitrogen, there is introduced 210 ml of anhydrous methanol followed by 63.2 g of aluminium triisobutyl over thirty minutes. The resulting solution is refluxed for one hour. After cooling, the solution is introduced into an autoclave with 6.5 g of 5.3% palladium on carbon. 58.8 g (0.30 mole) of methyl[2-n-propyl-3-keto-cyclopent-1-en-1-yl]-acetate is added. The autoclave is closed, shaken to homogenise the mass and heated to 40°C. Hydrogen is then introduced under a pressure of 10 kg/cm2 until no further hydrogen absorption occurs. After cooling, the mass is filtered to separate the catalyst, poured into water and extracted with petroleum ether (3 × 100 ml). The petroleum ether solution is washed to neutrality and distilled. 53 g of crude product are thus obtained which are rectified under reduced pressure. 43.8 g of methyl [2-n-propyl-3-keto-cyclopent-1-yl]-acetate is thus obtained, presenting the following characteristics:

후처리

  1. customInto a 1 liter flask purged with dry nitrogen, there
  2. additionis introduced 210 ml of anhydrous methanol
  3. waitfollowed by 63.2 g of aluminium triisobutyl over thirty minutes
  4. temperatureThe resulting solution is refluxed for one hour
  5. temperatureAfter cooling
  6. additionthe solution is introduced into an autoclave with 6.5 g of 5.3% palladium on carbon
  7. customThe autoclave is closed
  8. stirringto homogenise the mass
  9. temperatureAfter cooling
  10. filtrationthe mass is filtered
  11. customto separate the catalyst
  12. additionpoured into water
  13. extractionextracted with petroleum ether (3 × 100 ml)
  14. washThe petroleum ether solution is washed to neutrality
  15. distillationdistilled
  16. custom53 g of crude product are thus obtained which

출처 및 근거

ORD 기록
ord-76c865bd653c469fbb484d00b30ce12d
출처 데이터셋
uspto-grants-1976_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03970682

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