Formaldehyde → 1-(4-Morpholin-4-ylmethyl-1H-pyrrol-2-yl)-ethanone

HRID 241701

反応式

HRID 241701 の反応式
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[NH:7]1[CH:11]=[CH:10][CH:9]=[C:8]1[C:12](=[O:14])[CH3:13].[CH2:15]=O.[OH-].[Na+]>C(O)(=O)C.O>[N:1]1([CH2:15][C:10]2[CH:9]=[C:8]([C:12](=[O:14])[CH3:13])[NH:7][CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

参加物

7

反応物 4

HCID 712FormaldehydeHCID 8083MorpholineHCID 140792-AcetylpyrroleHCID 14798Sodium Hydroxide

生成物 1

HCID 666360071-(4-Morpholin-4-ylmethyl-1H-pyrrol-2-yl)-ethanone

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

To a solution of morpholine (22 mmoles) in acetic acid (60 ml) at 0° C. there are added 1-(1H-pyrrol-2-yl)-ethanone (20 mmoles) and formaldehyde (20 mmoles) 37% in water. The reaction mixture is stirred overnight at ambient temperature. At 0° C., the solution is brought to alkaline pH (10-12) using 20% aqueous NaOH solution and is then extracted with DCM. The organic phase is washed with water and with saturated aqueous NaCl solution, dried over sodium sulphate, filtered and evaporated to dryness. Purification by flash chromatography on silica gel (SiO2; gradient DCM/MeOH) to yield the title product.

後処理

  1. customAt 0° C.
  2. extractionis then extracted with DCM
  3. washThe organic phase is washed with water and with saturated aqueous NaCl solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customPurification by flash chromatography on silica gel (SiO2; gradient DCM/MeOH)

出典と根拠

ORDレコード
ord-96bea3d3a5c44c48bd65b0cc3528f08e
出典データセット
uspto-grants-2014_02
特許番号
US08653073B2

関連ノート

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