Nitrogen → 2-(2-Methyl[1,3]dioxolane-2-yl)furan

HRID 42745

반응식

HRID 42745 반응식
N#N.[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8](=[O:10])[CH3:9].COC([O:16][CH3:17])OC.[C:18]([O-])(O)=O.[Na+]>C(O)CO>[O:3]1[CH:7]=[CH:6][CH:5]=[C:4]1[C:8]1([CH3:9])[O:16][CH2:17][CH2:18][O:10]1

참가 물질

6

반응물 4

HCID 947NitrogenHCID 9005Trimethyl orthoformateHCID 145052-AcetylfuranHCID 516892Sodium Bicarbonate

생성물 1

HCID 117448352-(2-Methyl[1,3]dioxolane-2-yl)furan

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

반응 조건

온도
95 °C

실험 절차

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-furan-2-yl-ethanone (50.00 g, 454.0 mmol) in ethylene glycol (500.0 mL) was treated with trimethylorthoformate (100.0 mL, 908.0 mmol) followed by LiBF4 (7.00 g, 75 mmol). The reaction mixture was heated at 95° C. overnight. Sat. aq. NaHCO3 (500 mL) was added and the mixture was extracted with EA (500 mL). The org. extracts were washed with brine (2×250 mL), dried over MgSO4, filtered, and the solvent was removed under reduced pressure. Purification of the residue by distillation (11 mbar, 71-73° C.) gave the title compound as a colorless oil.

후처리

  1. extractionthe mixture was extracted with EA (500 mL)
  2. washextracts were washed with brine (2×250 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure
  6. customPurification of the residue
  7. distillationby distillation (11 mbar, 71-73° C.)

출처 및 근거

ORD 기록
ord-2c8f0b2cbdf5456fa3f70c2d09e31f41
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536209B2

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