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Hydrochloric Acid → HCID 10388100, 화합물

HRID 1883272
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HRID 1883272 반응식
C([O:3][C:4](=[O:33])/[C:5](/[F:32])=[C:6](\[CH3:31])/[CH:7]=[CH:8]/[C:9](/[F:30])=[C:10](\[C:12]1[C:21]([O:22][CH2:23][CH2:24][CH3:25])=[CH:20][C:19]2[C:18]([CH3:27])([CH3:26])[CH2:17][CH2:16][C:15]([CH3:29])([CH3:28])[C:14]=2[CH:13]=1)/[CH3:11])C.[OH-].[Na+].Cl>CCO>[F:32]/[C:5](=[C:6](/[CH3:31])\[CH:7]=[CH:8]\[C:9](\[F:30])=[C:10](/[C:12]1[C:21]([O:22][CH2:23][CH2:24][CH3:25])=[CH:20][C:19]2[C:18]([CH3:27])([CH3:26])[CH2:17][CH2:16][C:15]([CH3:29])([CH3:28])[C:14]=2[CH:13]=1)\[CH3:11])/[C:4]([OH:33])=[O:3]
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참가 물질

5

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HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12146419(2Z,4E,6E)-2,6-difluoro-3-methyl-7-(5,5,8,8-tetramethyl-3-propoxy-5,6,7,8-tetrahydro-naphthalen-2-yl)-octa-2,4,6-trienoic acid ethyl ester2회

생성물 1

HCID 10388100HCID 10388100, 화합물수율 73%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
60 °C

실험 절차

To a solution of (2Z,4E,6E)-2,6-difluoro-3-methyl-7-(5,5,8,8-tetramethyl-3-propoxy-5,6,7,8-tetrahydro-naphthalen-2-yl)-octa-2,4,6-trienoic acid ethyl ester (Compound 10, 82 mg, 0.18 mmol) in EtOH (2 mL) was added 1M NaOH (1.0 mL). The mixture was heated to 60° C. for 2 h and was cooled to ambient temperature, acidified with 1M HCl, and extracted with EtOAc (×3). The combined organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (50% EtOAc-hexane) to give the title compound as a pale yellow solid (56 mg, 73%).

후처리

  1. temperaturewas cooled to ambient temperature
  2. extractionextracted with EtOAc (×3)
  3. washThe combined organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel (50% EtOAc-hexane)

출처 및 근거

ORD 기록
ord-91b6ab371c2744079bd8cdf87f73c26e
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06759547B1

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