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Ammonium Chloride → p-(6-Methoxy-2-phenyl-3,4-dihydro-1-naphthyl)phenol

HRID 1926577
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HRID 1926577 반응식
C(O[K])(C)(C)C.[CH3:7][O:8][C:9]1[CH:18]=[C:17]2[C:12]([CH:13]([C:25]3[CH:30]=[CH:29][C:28]([O:31]C(=O)C(C)(C)C)=[CH:27][CH:26]=3)[CH:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH:15]=[CH:16]2)=[CH:11][CH:10]=1.[Cl-].[NH4+]>CS(C)=O>[OH:31][C:28]1[CH:27]=[CH:26][C:25]([C:13]2[C:12]3[C:17](=[CH:18][C:9]([O:8][CH3:7])=[CH:10][CH:11]=3)[CH2:16][CH2:15][C:14]=2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:30][CH:29]=1
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참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 575434947-Methoxy-3-phenyl-4-(4-pivaloyloxyphenyl)-3,4-dihydronaphthaleneHCID 178418922HCID 178418922, 화합물

생성물 1

HCID 200362p-(6-Methoxy-2-phenyl-3,4-dihydro-1-naphthyl)phenol수율 69%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

To a dimethyl sulfoxide (0.6 mL) solution of tertiary butoxy potassium (40.3 mg, 0.359 mmol), a dimethyl sulfoxide (0.8 mL) solution of 7-methoxy-3-phenyl-4-(4-pivaloyloxyphenyl)-3,4-dihydronaphthalene (6, 29.3 mg, 0.0710 mmol) was added, and stirred at room temperature for one day and night. After adding saturated ammonium chloride (10 mL) to the reaction mixture with much stirring, extraction was carried out three times with diethyl ether. The organic layers were combined, washed with a saturated sodium chloride solution (10 mL), and after drying with anhydrous sodium sulphate, concentrated. The residue was purified with thin layer chromatography (toluene:ethyl acetate=10:1), to obtain the subject compound (7, 16.0 mg; yield=69%).

후처리

  1. extractionwith much stirring, extraction
  2. washwashed with a saturated sodium chloride solution (10 mL)
  3. dry with materialafter drying with anhydrous sodium sulphate
  4. concentrationconcentrated
  5. customThe residue was purified with thin layer chromatography (toluene:ethyl acetate=10:1)
  6. customto obtain the subject compound (7, 16.0 mg; yield=69%)

출처 및 근거

ORD 기록
ord-e271fb3a49d840d492d2df129b62b66b
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08183235B2

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