Potassium Carbonate → tert-Butyl 3-ethynylpyrrolidine-1-carboxylate

HRID 528775

반응식

HRID 528775 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([CH:13]=O)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:15](OP(C(=[N+]=[N-])C(=O)C)(=O)OCC)C.C([O-])([O-])=O.[K+].[K+]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][CH:10]([C:13]#[CH:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 4692112(+-)-1-(tert-Butoxycarbonyl)pyrrolidine-3-carboxaldehydeHCID 136104435(1Z)-1-diazo-1-diethoxyphosphorylpropan-2-one

생성물 1

HCID 54012212tert-Butyl 3-ethynylpyrrolidine-1-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To 1.23 g (6.17 mmol) 3-Formyl-pyrrolidine-1-carboxylic acid tert-butyl ester in 30 mL dry MeOH was added at room temperature 1.42 g (7.41 mmol) (1-Diazo-2-oxo-propyl)-phosphonic acid diethyl ester and 1.71 g (12.4 mmol) K2CO3 and stirring was continued for 2 h. 10 g of silica gel was added to the reaction mixture, stirring continued for 20 min and then filtered. After evaporation of the solvent the residue was purified by column chromatography (silica, cyclohexane/EtOAc 1:1).

후처리

  1. addition10 g of silica gel was added to the reaction mixture
  2. stirringstirring
  3. waitcontinued for 20 min
  4. filtrationfiltered
  5. customAfter evaporation of the solvent the residue
  6. customwas purified by column chromatography (silica, cyclohexane/EtOAc 1:1)

출처 및 근거

ORD 기록
ord-b66536a3de4d4670aac403b60817204e
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346816B2

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