Benzaldehyde → 3-(Benzylideneamino)dihydrofuran-2(3H)-one

HRID 247176

반응식

HRID 247176 반응식
Br.[NH2:2][CH:3]1[CH2:8][CH2:7][O:6][C:4]1=[O:5].[CH:9](=O)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C.S([O-])([O-])(=O)=O.[Mg+2]>ClCCl>[CH:9](=[N:2][CH:3]1[CH2:8][CH2:7][O:6][C:4]1=[O:5])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

6

반응물 4

HCID 240BenzaldehydeHCID 8471TriethylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 73508Homoserine lactone hydrobromide

생성물 1

HCID 140831233-(Benzylideneamino)dihydrofuran-2(3H)-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a mixture of 3.84 g of α-amino-γ-butyrolactone hydrogenbromide in 40 ml of dichloromethane is added 2.15 ml of benzaldehyde, followed by5.9 ml of triethylamine and excess magnesium sulfate. After stirring at room temperature for 20 hours, the mixture is filtered and the filtrate concentrated. A 200 ml portion of ether is added and the resulting suspension filtered. The filtrate is washed with 50 ml of saturated aqueous sodium chloride. The aqueous phase is extracted with two 100 ml portions of ether. The combined organic phase is dried (magnesium sulfate), filtered, and then concentrated. The residue is evaporatively distilled at 0.05 mmHg (Krugelrohr oven 200°-250° C.) to give 3.5 g of N-benzylidene-α-amino-γ-butyrolactone as an oil which solidifies on storage in a freezer:

후처리

  1. filtrationthe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. additionA 200 ml portion of ether is added
  4. filtrationthe resulting suspension filtered
  5. washThe filtrate is washed with 50 ml of saturated aqueous sodium chloride
  6. extractionThe aqueous phase is extracted with two 100 ml portions of ether
  7. dry with materialThe combined organic phase is dried (magnesium sulfate)
  8. filtrationfiltered
  9. concentrationconcentrated
  10. distillationThe residue is evaporatively distilled at 0.05 mmHg (Krugelrohr oven 200°-250° C.)

출처 및 근거

ORD 기록
ord-97ec6b88068f4390900188ddec71c939
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04705846

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