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Ethyl Acetate → (+)-3-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (-)-cis-2-benzylaminocyclohexanemethanol salt

HRID 2186741
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HRID 2186741 반응식
[OH:1][CH2:2][CH2:3][CH:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH2:14][C:15]([OH:17])=[O:16])[C:7]=2[O:6][CH2:5]1.[CH2:18]([NH:25][C@H:26]1[CH2:31][CH2:30][CH2:29][CH2:28][C@H:27]1[CH2:32][OH:33])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(OCC)(=O)C>C(O)C>[CH2:18]([NH:25][C@H:26]1[CH2:31][CH2:30][CH2:29][CH2:28][C@H:27]1[CH2:32][OH:33])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[OH:1][CH2:2][CH2:3][CH:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([O:13][CH2:14][C:15]([OH:17])=[O:16])[C:7]=2[O:6][CH2:5]1
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참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 853687(+)-cis-2-BenzylaminocyclohexanemethanolHCID 224489543-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid

생성물 1

HCID 86758190(+)-3-(2-Hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (-)-cis-2-benzylaminocyclohexanemethanol salt수율 14%

시약·촉매·용매 1

HCID 702Ethanol
용매

실험 절차

3-(2-hydroxyethyl)-2,3-dihydrobenzofuran-7-yloxyacetic acid (2.91 g) was dissolved in ethanol (30 ml), and (−)-cis-2-benzylaminocyclohexanemethanol (1.88 g) was added to the resultant solution, followed by reflux and dissolution. Ethyl acetate (15 ml) was then added to the resultant solution, and the mixture was cooled to room temperature to obtain crystals. The thus-obtained crystals were filtered off, and then recrystallized 6 times from ethanol to obtain the object compound of 97%e.e (0.77 g, yield 14%).

후처리

  1. temperatureby reflux
  2. dissolutiondissolution
  3. customto obtain crystals
  4. filtrationThe thus-obtained crystals were filtered off
  5. customrecrystallized 6 times from ethanol
  6. customto obtain the object compound of 97%e.e (0.77 g, yield 14%)

출처 및 근거

ORD 기록
ord-596c7ce4b701481489afea09d1affffa
출처 데이터셋
uspto-grants-2002_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06407096B1

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