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

HRID 45195
ノート
印刷プレビュー

反応式

HRID 45195 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 313Hydrochloric Acid溶媒

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-864f6d4d419e4a919ce777a0b90d09da
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08541449B2

反応ノート

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