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

HRID 528775

反応式

HRID 528775 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-b66536a3de4d4670aac403b60817204e
出典データセット
uspto-grants-2016_05
特許番号
US09346816B2

関連ノート

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