Sodium Bicarbonate → HCID 21090534, 화합물

HRID 350846노트

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HRID 350846 반응식
[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

참가 물질

6

반응물 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 21090531Tert-butyl 2-(3-formylphenoxy)butyrateHCID 23123945HCID 23123945, 화합물

생성물 1

HCID 21090534HCID 21090534, 화합물수율 65%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-a8c0842e0d00484db45e97702a90412a
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183295B2

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