Oxalic Acid → benzyl N-(2-oxoethyl)carbamate

HRID 865393

반응식

HRID 865393 반응식
C1COCC1.C(O)(=O)C(O)=O.C[O:13][CH:14](OC)[CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18]>O>[CH2:20]([O:19][C:17]([NH:16][CH2:15][CH:14]=[O:13])=[O:18])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 971Oxalic AcidHCID 8028TetrahydrofuranHCID 10800009Benzyl (2,2-dimethoxyethyl)carbamate

생성물 1

HCID 11217768benzyl N-(2-oxoethyl)carbamate수율 50%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 80 ml THF, 40 ml water, and 800 mg oxalic acid was added 9.6 g (40 mmol) of N-benzyloxycarbonyl aminoacetaldehyde dimethyl acetal, and refluxed for 4 days. The THF was removed under reduced pressure and the remaining solution was extracted with ether (3×100 ml), the ether fractions were combined and dried over anhydrous sodium sulfate. The ether was removed under reduced pressure and the remaining solution was purified by flash chromatography (hexane and ethyl acetate 3:1 then 1:1) to yield 3.88 g, 50% yield.

후처리

  1. temperaturerefluxed for 4 days
  2. customThe THF was removed under reduced pressure
  3. extractionthe remaining solution was extracted with ether (3×100 ml)
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe ether was removed under reduced pressure
  6. customthe remaining solution was purified by flash chromatography (hexane and ethyl acetate 3:1
  7. custom1:1) to yield 3.88 g, 50% yield

출처 및 근거

ORD 기록
ord-d8425ece4df34afe83c8f585afdadcbe
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05565585

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