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Formaldehyde → (2S,4R)-4-hydroxy-N,N,1-trimethylpyrrolidine-2-carboxamide

HRID 2371386
ノート
印刷プレビュー

反応式

HRID 2371386 の反応式
[CH3:1][N:2]([CH3:11])[C:3]([C@@H:5]1[CH2:9][C@@H:8]([OH:10])[CH2:7][NH:6]1)=[O:4].[CH2:12]=O.[H][H]>C(O)(=O)C.O.[Pt]=O>[CH3:12][N:6]1[CH2:7][C@H:8]([OH:10])[CH2:9][C@H:5]1[C:3]([N:2]([CH3:11])[CH3:1])=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 712FormaldehydeHCID 23535509HCID 23535509、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 45116063(2S,4R)-4-hydroxy-N,N,1-trimethylpyrrolidine-2-carboxamide

試薬・触媒・溶媒 3

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒
HCID 962
Water
溶媒

実験手順

To a solution of (2S,4R)-2-dimethylaminocarbonyl-4-hydroxypyrrolidine (2.0 g) in acetic acid (14.4 ml) and water (8 ml), 37% aqueous formaldehyde solution (1.27 g) and platinum oxide (38 mg) were added, and the mixture was hydrogenated at room temperature for 7 hours under an atmospheric pressure of hydrogen. The reaction mixture was filtered, and the filtrate was evaporated under reduced pressure to remove the solvent. The residue was dissolved in dichloromethane and dried over magnesium sulfate. Potassium carbonate (3.5 g) was added thereto, and the mixture was stirred for 1.5 hours, followed by filtration. Removal of the solvent gave (2S,4R)-1-methyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine.

後処理

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate was evaporated under reduced pressure
  3. customto remove the solvent
  4. dissolutionThe residue was dissolved in dichloromethane
  5. dry with materialdried over magnesium sulfate
  6. additionPotassium carbonate (3.5 g) was added
  7. filtrationfollowed by filtration
  8. customRemoval of the solvent

出典と根拠

ORDレコード
ord-97fde838fbe5403d95c4b7b6bae10429
出典データセット
uspto-grants-1992_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05093328

反応ノート

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