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Ethyl Acetate → HCID 71278776、化合物

HRID 1749902
ノート
印刷プレビュー

反応式

HRID 1749902 の反応式
[OH:1][C:2]1[C:10]2[O:9][CH2:8][C:7](=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[O:12][CH3:13].C(=O)([O-])[O-].[K+].[K+].[C:20]([N:27]1[CH2:32][CH2:31][CH:30](Br)[CH2:29][CH2:28]1)([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21].C(OCC)(=O)C>CN(C=O)C>[CH3:13][O:12][C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:11])[CH2:8][O:9][C:10]=2[C:2]=1[O:1][CH:30]1[CH2:31][CH2:32][N:27]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:28][CH2:29]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 601977HCID 601977、化合物HCID 15541517tert-Butyl 4-bromopiperidine-1-carboxylate

生成物 1

HCID 71278776HCID 71278776、化合物収率 3.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A solution of 7-hydroxy-6-methoxybenzofuran-3(2H)-one (0.30 g, 1.7 mmol) in DMF (5.0 mL) was added with potassium carbonate (1.0 g, 7.2 mmol), and N-Boc-4-bromopiperidine (0.50 g, 1.9 mmol), and the mixture was stirred at 80° C. for 12 hours. The reaction mixture was added with ethyl acetate, and then the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (1:1)) to obtain tert-butyl 4-(6-methoxy-3-oxo-2,3-dihydrobenzofuran-7-yloxy)piperidine-1-carboxylate (0.019 g, 3%).

後処理

  1. washthe organic layer was washed successively with water and saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. washthe residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (1:1))

出典と根拠

ORDレコード
ord-0d08a82f43ff46a99b8d77964da0d8ba
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09156827B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート