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

HRID 865393

反応式

HRID 865393 の反応式
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

参加物

5

反応物 3

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

生成物 1

HCID 11217768benzyl N-(2-oxoethyl)carbamate収率 50%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d8425ece4df34afe83c8f585afdadcbe
出典データセット
uspto-grants-1996_10
特許番号
US05565585

関連ノート

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