Water → 1,4-Diethyl 2-formylbutanedioate

HRID 1473127

반응식

HRID 1473127 반응식
[C:1]([O:10][CH2:11][CH3:12])(=[O:9])[CH2:2][CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH:13](OCC)=[O:14].[Na].O>C(OCC)C>[CH:13]([CH:2]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])[C:1]([O:10][CH2:11][CH3:12])=[O:9])=[O:14]

참가 물질

6

반응물 4

HCID 962WaterHCID 8025Ethyl formateHCID 31249Diethyl SuccinateHCID 5360545Sodium

생성물 1

HCID 2315001,4-Diethyl 2-formylbutanedioate

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A mixture of diethyl succinate (26.1 g, 25.0 mL, 0.150 mol) and ethyl formate (I1.1 g, 12.1 mL, 0.150 mol) was added drop wise over 1.5 hours to a stirred suspension of sodium (3.40 g, 0.150 mol) in diethyl ether (120 mL) at 0° C. under nitrogen. On completion of addition, stirring was continued at room temperature for 17 hours. Water (120 mL) was cautiously added to the resulting suspension and stirring continued until all the solids were dissolved. The layers were separated and the aqueous layer was washed with diethyl ether (100 mL). The aqueous layer was then acidified to pH 5 using 11 N HCl and extracted with diethyl ether (3×100 mL), the ethereal extracts of the acidified layer were combined, dried (Na2SO4) then evaporated to dryness under reduced pressure to give the title compound (I105) (16.5 g) as a yellow mobile liquid. The crude product was not purified further and was used directly in the following step.

후처리

  1. additionwas added drop wise over 1.5 hours
  2. additionOn completion of addition
  3. stirringstirring
  4. dissolutionwere dissolved
  5. customThe layers were separated
  6. washthe aqueous layer was washed with diethyl ether (100 mL)
  7. extractionextracted with diethyl ether (3×100 mL)
  8. dry with materialdried (Na2SO4)
  9. customthen evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-6cd03d94c2024c1aadc161bd0daaaa34
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09012461B2

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