Dimethylhydantoin → 3-Allyl-5,5-dimethylhydantoin

HRID 1597411

반응식

HRID 1597411 반응식
[CH2:1](O)[CH2:2][CH:3]=C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:25][C:26]1([CH3:33])[NH:30][C:29](=[O:31])[NH:28][C:27]1=[O:32].CCOC(/N=N/C(OCC)=O)=O>C1COCC1.O>[CH2:3]([N:28]1[C:27](=[O:32])[C:26]([CH3:33])([CH3:25])[NH:30][C:29]1=[O:31])[CH:2]=[CH2:1]

참가 물질

7

반응물 4

HCID 6491DimethylhydantoinHCID 11776TriphenylphosphineHCID 693893-Buten-1-olHCID 5462977Diethyl azodicarboxylate

생성물 1

HCID 5976963-Allyl-5,5-dimethylhydantoin수율 106.9%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 3-buten-1-ol (1 g, 13.9 mmol), triphenylphosphine (4.73 g, 18 mmol) and 5,5-dimethylhydantoin (2.1 g, 16.7 mmol) in THF (50 mL) was treated dropwise with diethylazodicarboxylate (3.13 g, 18.0 mmol), stirred at ambient temperature for 1 hour, treated with water and partitioned between ethyl acetate and brine. The organic layer was dried (Na2SO4), filtered, and concentrated to provide crude product which was purified on silica gel with 50% ethyl acetate/hexanes to provide 2.5 g (100%) of the title compound.

후처리

  1. custompartitioned between ethyl acetate and brine
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto provide crude product which
  6. customwas purified on silica gel with 50% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-16810d9117894fc99bebd0a360c69f20
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294573B1

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