Sodium Bicarbonate → HCID 21090534、化合物

HRID 350846ノート

反応式

HRID 350846 の反応式
[CH2:1]1[CH2:15][O:14][C:3]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)([CH2:4][CH2:5][CH2:6][NH2:7])[O:2]1.[CH:16]([C:18]1[CH:19]=[C:20]([CH:32]=[CH:33][CH:34]=1)[O:21][CH:22]([CH2:30][CH3:31])[C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH2:15]1[CH2:1][O:2][C:3]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)([CH2:4][CH2:5][CH2:6][NH:7][CH2:16][C:18]2[CH:19]=[C:20]([CH:32]=[CH:33][CH:34]=2)[O:21][CH:22]([CH2:30][CH3:31])[C:23]([O:25][C:26]([CH3:27])([CH3:28])[CH3:29])=[O:24])[O:14]1

参加物

6

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 21090531Tert-butyl 2-(3-formylphenoxy)butyrateHCID 23123945HCID 23123945、化合物

生成物 1

HCID 21090534HCID 21090534、化合物収率 65%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

実験手順

4,4-Ethylenedioxy-4-phenylbutylamine (27.0 mg, 0.13 mmol) was dissolved in chloroform (3 ml) at room temperature, and thereto were added tert-butyl 2-(3-formylphenoxy)butyrate (34.4 g, 0.13 mmol) in a chloroform solution (2 ml) and sodium triacetoxyborohydride (41.4 mg, 0.20 mmol) in sequential order at the same temperature, and thereafter, the mixture was stirred at room temperature for 12 hours. The reaction solution was added to a saturated aqueous sodium hydrogencarbonate solution and thereafter extracted by chloroform. The extracted organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resultant substance was purified by silica gel column chromatography (chloroform/methanol=10/1), whereby the target compound was obtained as a colorless oil (38.5 mg, 64.9%).

後処理

  1. extractionextracted by chloroform
  2. washThe extracted organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resultant substance was purified by silica gel column chromatography (chloroform/methanol=10/1), whereby the target compound

出典と根拠

ORDレコード
ord-a8c0842e0d00484db45e97702a90412a
出典データセット
uspto-grants-2007_02
特許番号
US07183295B2

反応ノート

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