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Methanol → HCID 21883344, 화합물

HRID 1988086
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HRID 1988086 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C:8](=[O:13])[CH2:7][CH2:6]2.N1CC[CH2:16][CH2:15]1.CO.C(I)C>C1(C)C=CC=CC=1>[CH2:15]([CH:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[CH2:6][CH2:7][C:8]1=[O:13])[CH3:16]
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참가 물질

6

반응물 4

HCID 887MethanolHCID 6340IodoethaneHCID 31268PyrrolidineHCID 755826-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one

생성물 1

HCID 21883344HCID 21883344, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 6-methoxy-2-tetralone (120.55 grams, 0.684 mol) and pyrrolidine (61 mL, 0.685 mol) in toluene (1.7 L) was heated to reflux using a Dean-Stark trap apparatus for 3 hours. After removal of the azeotroped water, the reaction mixture was cooled to room temperature and concentrated to a solid. To this solid was added methanol (1.2 L) and ethyl iodide (121 mL, 1.51 mol). The resulting solution was heated at reflux overnight and then concentrated under vacuum to remove methanol. A solution of acetic acid (120 mL), sodium acetate (120 g) in water (240 mL) was added to the residue and the resultant mixture was heated at reflux for 2 hours. After cooling, the mixture was extracted several times with diethyl ether. The combined organic layers were washed twice with aqueous 1M HCl, twice with aqueous 1M NaOH and once with brine. After drying over magnesium sulfate, the solvent was evaporated to afford the title compound as an oil, 121.8 grams. Mass spectrum: m/e 204.

후처리

  1. temperatureto reflux
  2. customfor 3 hours
  3. customAfter removal of the azeotroped water
  4. concentrationconcentrated to a solid
  5. temperatureThe resulting solution was heated
  6. temperatureat reflux overnight
  7. concentrationconcentrated under vacuum
  8. customto remove methanol
  9. additionA solution of acetic acid (120 mL), sodium acetate (120 g) in water (240 mL) was added to the residue
  10. temperaturethe resultant mixture was heated
  11. temperatureat reflux for 2 hours
  12. temperatureAfter cooling
  13. extractionthe mixture was extracted several times with diethyl ether
  14. washThe combined organic layers were washed twice with aqueous 1M HCl, twice with aqueous 1M NaOH and once with brine
  15. dry with materialAfter drying over magnesium sulfate
  16. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-7a68733ffe8d4fba8912c9e40840bfd5
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07553877B2

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