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Sodium t-butoxide → HCID 51357134, 화합물

HRID 249855
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HRID 249855 반응식
[CH2:1]([NH:8][C@H:9]([CH3:16])[CH2:10][O:11][CH2:12][C:13](Cl)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[Na+]>C(O)(C)(C)C>[CH2:1]([N:8]1[C@H:9]([CH3:16])[CH2:10][O:11][CH2:12][C:13]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 23676156Sodium t-butoxideHCID 86623719HCID 86623719, 화합물

생성물 1

HCID 51357134HCID 51357134, 화합물수율 63%

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

(R)-2-(2-(benzylamino)propoxy)acetyl chloride was dissolved in tert-butanol (500 mL). Sodium tert-butoxide (14.0 g, 125 mmol) was then added in one portion and the reaction mixture heated at reflux for 18 h. The reaction was cooled and concentrated under reduced pressure to remove the solvent. The residue was dissolved in diethyl ether (300 mL) and then washed with 2 N HCl (150 mL), H2O (150 mL) and saturated brine (100 mL). The organic phase was then dried (Na2SO4), filtered, and concentrated under reduced pressure to afford a light yellow oil. Purification by column chromatography (silica gel, 10-50% EtOAc in heptanes) afforded (R)-4-benzyl-5-methylmorpholine-3-one (17.2 g, 63%) as a light yellow oil. 1H NMR and MS consistent.

후처리

  1. temperaturethe reaction mixture heated
  2. temperatureat reflux for 18 h
  3. temperatureThe reaction was cooled
  4. concentrationconcentrated under reduced pressure
  5. customto remove the solvent
  6. dissolutionThe residue was dissolved in diethyl ether (300 mL)
  7. washwashed with 2 N HCl (150 mL), H2O (150 mL) and saturated brine (100 mL)
  8. dry with materialThe organic phase was then dried (Na2SO4)
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure
  11. customto afford a light yellow oil
  12. customPurification by column chromatography (silica gel, 10-50% EtOAc in heptanes)

출처 및 근거

ORD 기록
ord-c4be7d0f93b74d91b2233e83f0e81282
출처 데이터셋
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07863271B2

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