Water → 1,4-Diethyl 2-formylbutanedioate

HRID 57787

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HRID 57787 반응식
[Na].[CH2:2]([O:4][C:5](=[O:13])[CH2:6][CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:3].[CH2:14]([O:16]C=O)C.O>C(OCC)C>[CH2:2]([O:4][C:5](=[O:13])[CH:6]([CH:14]=[O:16])[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:3]

참가 물질

6

반응물 4

HCID 962WaterHCID 8025Ethyl formateHCID 31249Diethyl SuccinateHCID 5360545Sodium

생성물 1

HCID 2315001,4-Diethyl 2-formylbutanedioate수율 107.2%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
40 °C

실험 절차

To a suspension of sodium (333 mg, 14 mmol, 1.2 eq) in diethyl ether (7 mL) were added succinic acid diethyl ester (2.1 g, 12 mmol, 1 eq) and formic acid ethyl ester (1.7 mL, 20 mmol, 1.7 eq). The mixture was stirred at 40° C. for 5 h. Water (10 mL) was added and the aqueous layer was washed with diethyl ether (2×10 mL). The aqueous layer was then acidified with a 6N solution of hydrochloric acid and extracted with diethyl ether (3×10 mL). The organic layers were dried over magnesium sulfate, filtered and evaporated in vacuo to afford the expected compound as orange oil (2.6 g, quant. yield).

후처리

  1. washthe aqueous layer was washed with diethyl ether (2×10 mL)
  2. extractionextracted with diethyl ether (3×10 mL)
  3. dry with materialThe organic layers were dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-2af018deacdc422e955be1e741a90177
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434745B2

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