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Sodium Bicarbonate → {1-[1-(4-Methoxy-phenyl)-4-oxo-cyclohexyl]-propyl}-carbamic acid benzyl ester

HRID 45195
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HRID 45195 반응식
[CH2:1]([O:8][C:9](=[O:32])[NH:10][CH:11]([C:14]1([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[CH2:23][CH2:22][C:17]2(OCC[O:18]2)[CH2:16][CH2:15]1)[CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+]>CC(C)=O.Cl>[CH2:1]([O:8][C:9](=[O:32])[NH:10][CH:11]([C:14]1([C:24]2[CH:29]=[CH:28][C:27]([O:30][CH3:31])=[CH:26][CH:25]=2)[CH2:15][CH2:16][C:17](=[O:18])[CH2:22][CH2:23]1)[CH2:12][CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 58381001{1-[8-(4-Methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-propyl}-carbamic acid benzyl ester

생성물 1

HCID 58380957{1-[1-(4-Methoxy-phenyl)-4-oxo-cyclohexyl]-propyl}-carbamic acid benzyl ester

시약·촉매·용매 2

HCID 180Acetone용매HCID 313Hydrochloric Acid용매

실험 절차

534 mg of {1-[8-(4-Methoxy-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-propyl}-carbamic acid benzyl ester (96) were dissolved in 1 mL of a 2:1 mixture of acetone and 6N aqueous hydrochloric acid. The reaction mixture was stirred for 16 h at room temperature, then dropped into 150 mL of saturated aqueous sodium bicarbonate solution. The phases were separated and the aqueous phase was extracted three times with dichloromethane (100 mL each). The combined organic phases were dried over magnesium sulphate, filtered and concentrated to give the ketone 97. Rt=1.58 min (Method 19). Detected mass: 396.3 (M+H+).

후처리

  1. customThe phases were separated
  2. extractionthe aqueous phase was extracted three times with dichloromethane (100 mL each)
  3. dry with materialThe combined organic phases were dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-864f6d4d419e4a919ce777a0b90d09da
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08541449B2

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