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Hydrochloric Acid → 2-Pentyl-3-methoxy-2-cyclopentenone

HRID 599715
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HRID 599715 반응식
[CH2:1]([CH:6]1[C:10](=[O:11])[CH2:9][CH2:8][C:7]1=[O:12])[CH2:2][CH2:3][CH2:4][CH3:5].Cl.[C:14](=O)([O-])O.[Na+]>CO>[CH2:1]([C:6]1[C:10](=[O:11])[CH2:9][CH2:8][C:7]=1[O:12][CH3:14])[CH2:2][CH2:3][CH2:4][CH3:5]
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참가 물질

5

반응물 3

HCID 313Hydrochloric Acid2회HCID 516892Sodium BicarbonateHCID 109428402-Pentylcyclopentane-1,3-dione

생성물 1

HCID 167262722-Pentyl-3-methoxy-2-cyclopentenone

시약·촉매·용매 1

HCID 887Methanol용매

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온도
25 °C

실험 절차

To 32.5 g (0.19 mol) of 2-n-pentyl-1,3-cyclopentanedione was added 650 ml of methanol containing 1 wt % of hydrogen chloride (prepared by preliminarily blowing hydrogen chloride therein), followed by heating under reflux for 5 hours and cooling to 25° C. Then, thereto was gradually added 15.4 g of sodium hydrogencarbonate followed by stirring for 30 minutes at 25° C. Methanol was distilled off in vacuo and then 200 mL of water and 200 mL of isobutanol were added. The resulting mixture was stirred for 10 minutes at 25° C. and then allowed to stand to separate the organic phase. Isobutanol in the organic phase was distilled off, yielding 2-pentyl-3-methoxy-2-cyclopentenone (a compound in which R20 represents an n-pentyl group, and R21 represents a methyl group in the above formula (14)). Gas chromatographic analysis showed that the yield of 2-pentyl-3-methoxy-2-cyclopentenone relative to 2-n-pentyl-1,3-cyclopentanedione was 80%.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 5 hours
  3. distillationMethanol was distilled off in vacuo
  4. addition200 mL of water and 200 mL of isobutanol were added
  5. stirringThe resulting mixture was stirred for 10 minutes at 25° C.
  6. customto separate the organic phase
  7. distillationIsobutanol in the organic phase was distilled off

출처 및 근거

ORD 기록
ord-1b619b7ee32a4fdeac92560934f4df4a
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897802B2

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