Tetrahydrofuran → HCID 69944833, 화합물

HRID 1596183노트

반응식

HRID 1596183 반응식
[CH2:1]([O:3][C:4](=[O:10])[CH2:5][CH:6]1[CH2:9][NH:8][CH2:7]1)[CH3:2].C1COCC1.[C:16](Cl)([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C(=O)(O)[O-].[Na+]>[CH2:19]([O:18][C:16]([N:8]1[CH2:9][CH:6]([CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:10])[CH2:7]1)=[O:17])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 10387Benzyl chloroformateHCID 54328202HCID 54328202, 화합물

생성물 1

HCID 69944833HCID 69944833, 화합물수율 15.5%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

To a stirring mixture of azetidin-3-yl-acetic acid ethyl ester (1.0 g, 6.98 mmol), in saturated aqueous sodium bicarbonate (5 mL) and THF (5 mL) at 0° C. was added carbobenzyloxy chloride (1.1 mL, 7.68 mmol) dropwise. The ice bath was removed and the reaction mixture was stirred at room temperature for 2 hrs, then extracted with ethyl acetate acetate (3×20 mL). The combined ethyl acetate layer was washed with water (10 mL), brine (10 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was chromatographed on silica gel, eluting with 20% ethyl acetate in hexane to give 0.30 g of the title compound.

후처리

  1. customThe ice bath was removed
  2. extractionextracted with ethyl acetate acetate (3×20 mL)
  3. washThe combined ethyl acetate layer was washed with water (10 mL), brine (10 mL)
  4. dry with materialdried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was chromatographed on silica gel
  8. washeluting with 20% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-9027704db92841c9a01a01c25ca5ef3d
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06291457B1

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