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Hydrochloric Acid → HCID 10019238, 화합물

HRID 465579
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HRID 465579 반응식
O1CCCCC1[O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH:12]([CH2:20][CH2:21][CH2:22][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)[S:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].Cl>O1CCCC1>[OH:7][CH2:8][CH2:9][CH2:10][CH2:11][CH:12]([CH2:20][CH2:21][CH2:22][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)[S:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16]
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참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 10001566HCID 10001566, 화합물

생성물 1

HCID 10019238HCID 10019238, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 0.241 g (0.59 mmol) ethyl 8-(2-tetrahydropyranyloxy)-4-[3-(3-pyridyl)propyl]-3-thia-octanoate in 1 ml tetrahydrofuran is added 1 ml of 1N hydrochloric acid. After stirring for 1 h at room temperature, thin layer chromatography indicates incomplete conversion. Another 0.35 ml of 6N hydrochloric acid is added and the mixture is stirred for 1 h. The pH of the reaction mixture is then adjusted to 8.0 and the resulting solution is extracted with methylene chloride. The organic layer is washed with brine, dried, filtered and evaporated to give a yellow oil which is purified by preparative thin layer chromatography over silica gel using ether/ethyl acetate 4:1 as eluent to give ethyl 8-hydroxy-4-[3-(3-pyridyl)propyl]-3-thia-octanoate; IR (CH2Cl2): 3679, 1730 cm-1.

후처리

  1. stirringthe mixture is stirred for 1 h
  2. extractionthe resulting solution is extracted with methylene chloride
  3. washThe organic layer is washed with brine
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customto give a yellow oil which
  8. customis purified by preparative thin layer chromatography over silica gel

출처 및 근거

ORD 기록
ord-dfa84b8d8499422f83989b15b5076338
출처 데이터셋
uspto-grants-1992_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05153214

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