Dimethylformamide dimethyl acetal → HCID 10975874、化合物

HRID 547587ノート

反応式

HRID 547587 の反応式
[N+:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[C-:2].CO[CH:11]([N:14]([CH3:16])[CH3:15])OC>C(O)C>[CH2:7]([O:6][C:4](=[O:5])/[C:3](/[N+:1]#[C-:2])=[CH:11]/[N:14]([CH3:16])[CH3:15])[CH3:8]

参加物

4

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 533707Ethyl isocyanoacetate

生成物 1

HCID 10975874HCID 10975874、化合物収率 78%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl iso-cyanoacetate (8) (10 g, 88.4 mmol) in absolute ethanol (100 mL) at 0° C. under N2 atmosphere was added dimethoxymethyl dimethyl-amine (9) (23.4 mL, 176.8 mmol.) dropwise while stirring was continued at room temperature for 12 h. The reaction mixture was concentrated under reduced pressure to remove ethanol. The residue (crude mass, brown color) was purified by column chromatography over neutral alumina using 3 to 4% ethyl acetate in hexane as eluant. Solvent fractions were concentrated under reduced pressure and low temperature (to avoid polymerization of compound) to furnish compound 5 (11.6 g, 78%) as pale orange liquid which was solidified on cooling at 4° C.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto remove ethanol
  3. customThe residue (crude mass, brown color) was purified by column chromatography over neutral alumina using 3 to 4% ethyl acetate in hexane as eluant
  4. concentrationSolvent fractions were concentrated under reduced pressure and low temperature (to avoid polymerization of compound)

出典と根拠

ORDレコード
ord-bfe320bfd9a74a3db5da49dea152279c
出典データセット
uspto-grants-2011_05
特許番号
US07939556B2

反応ノート

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