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

HRID 241701

반응식

HRID 241701 반응식
[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

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 8083MorpholineHCID 140792-AcetylpyrroleHCID 14798Sodium Hydroxide

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-96bea3d3a5c44c48bd65b0cc3528f08e
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653073B2

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