Hydrochloric Acid → n-Propyl 2-[4-(indan-2-yl-oxy)phenoxy]propionate

HRID 1388583

반응식

HRID 1388583 반응식
CS([O:5][CH:6]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)(=O)=O.C(=O)([O-])[O-].[K+].[K+].O[C:22]1[CH:36]=[CH:35][C:25]([O:26][CH:27]([CH3:34])[C:28]([O:30][CH2:31][CH2:32][CH3:33])=[O:29])=[CH:24][CH:23]=1.Cl>C(C(C)=O)C>[CH2:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:14][CH:6]1[O:5][C:22]1[CH:36]=[CH:35][C:25]([O:26][CH:27]([CH3:34])[C:28]([O:30][CH2:31][CH2:32][CH3:33])=[O:29])=[CH:24][CH:23]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 2552212,3-Dihydro-1h-inden-2-yl methanesulfonateHCID 12919927n-Propyl 2-(4-hydroxyphenoxy)propionate

생성물 1

HCID 20471391n-Propyl 2-[4-(indan-2-yl-oxy)phenoxy]propionate수율 12.2%

시약·촉매·용매 1

HCID 6569Methyl Ethyl Ketone용매2회

실험 절차

2-Methylsulphonyloxyindane (15.9 g) in methyl ethyl ketone (80 ml) was treated with potassium carbonate (15.53 g). The mixture was stirred and then n-propyl 2-(4-hydroxyphenoxy)propionate (16.8 g) in methyl ethyl ketone (20 ml) was added dropwise. The mixture was stirred at 90°-100° for 2.5 hours and was then poured into dilute hydrochloric acid. The mixture was extracted with ethyl acetate and the extract was washed thoroughly with water, dried and concentrated to an oil which semi-solidified on standing overnight. The oil was triturated with diethyl ether and petroleum ether. The mixture was filtered, and the filtrate concentrated to give an oil which was subjected to preparative thin layer chromatography on silica gel, eluting with chloroform/acetone/acetic acid (90:10:5), to give, as an oil, n-propyl 2-[4-(indan-2-yl-oxy)phenoxy]propionate (3.1 g).

후처리

  1. stirringThe mixture was stirred at 90°-100° for 2.5 hours
  2. extractionThe mixture was extracted with ethyl acetate
  3. washthe extract was washed thoroughly with water
  4. customdried
  5. concentrationconcentrated to an oil which
  6. customThe oil was triturated with diethyl ether and petroleum ether
  7. filtrationThe mixture was filtered
  8. concentrationthe filtrate concentrated
  9. customto give an oil which
  10. washeluting with chloroform/acetone/acetic acid (90:10:5)

출처 및 근거

ORD 기록
ord-e17032d7efb74146a4cda5289f9988cf
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04431834

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