Hydrochloric Acid → 3-[7-Methoxy-3-(4-methoxyphenyl)thiochroman-4-yl]benzyl alcohol

HRID 1792389노트

반응식

HRID 1792389 반응식
[Si]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:16]2[C:25]3[C:20](=[CH:21][C:22]([O:26][CH3:27])=[CH:23][CH:24]=3)[S:19][CH2:18][CH:17]2[C:28]2[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=2)[CH:13]=[CH:14][CH:15]=1)(C(C)(C)C)(C)C.Cl.O>O1CCCC1>[CH3:27][O:26][C:22]1[CH:21]=[C:20]2[C:25]([CH:16]([C:12]3[CH:11]=[C:10]([CH:15]=[CH:14][CH:13]=3)[CH2:9][OH:8])[CH:17]([C:28]3[CH:29]=[CH:30][C:31]([O:34][CH3:35])=[CH:32][CH:33]=3)[CH2:18][S:19]2)=[CH:24][CH:23]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 220333824-[3-(t-Butyldimethylsilyloxymethyl)phenyl]-7-methoxy-3-(4-methoxyphenyl)thiochroman

생성물 1

HCID 220332203-[7-Methoxy-3-(4-methoxyphenyl)thiochroman-4-yl]benzyl alcohol수율 96.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-[3-(t-butyldimethylsilyloxymethyl)phenyl]-7-methoxy-3-(4-methoxyphenyl)thiochroman (480 mg, 0.947 mmol) was dissolved in tetrahydrofuran (40 ml), and added 3N hydrochloric acid solution (2.7 ml) thereto. The reaction mixture was stirred at room temperature for 4 h. When the reaction was completed, water was added to the reaction solution which was then extracted with ethyl acetate. The extract was washed with sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was flash chromatographied on silica gel (n-hexane:ethyl acetate=1:1) to obtain 358 mg (yield: 96%) of the title compound as a white solid.

후처리

  1. extractionwas then extracted with ethyl acetate
  2. washThe extract was washed with sodium hydrogen carbonate solution
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-306e8fbcafdb4ceabca4323d2ded0b76
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07074819B2

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