Formic Acid → N-methyl-N-(2-morpholinoethyl)-1-[1-(4-chlorophenyl)cyclobutyl]-2-methoxyethylamine

HRID 728295노트

반응식

HRID 728295 반응식
Cl.Cl.[O:3]1[CH2:8][CH2:7][N:6]([CH2:9][CH2:10][NH:11][CH:12]([C:16]2([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[CH2:19][CH2:18][CH2:17]2)[CH2:13][O:14][CH3:15])[CH2:5][CH2:4]1.[CH:27](O)=O.C=O>C(OCC)(=O)C>[CH3:27][N:11]([CH:12]([C:16]1([C:20]2[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=2)[CH2:17][CH2:18][CH2:19]1)[CH2:13][O:14][CH3:15])[CH2:10][CH2:9][N:6]1[CH2:5][CH2:4][O:3][CH2:8][CH2:7]1

참가 물질

5

반응물 3

HCID 284Formic AcidHCID 712FormaldehydeHCID 67945593N-(2-morpholinoethyl)-1-[1-(4-chlorophenyl)cyclobutyl]-2-methoxyethylamine dihydrochloride

생성물 1

HCID 19823697N-methyl-N-(2-morpholinoethyl)-1-[1-(4-chlorophenyl)cyclobutyl]-2-methoxyethylamine

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of the product of Example 208 in the form of its free base (2.0 g), 98% formic acid (8 ml) and 37-40% aqueous formaldehyde solution (25 ml) was stirred at room temperature for 2 hours. The mixture was then heated at 95°-100° C. for 18 hours, cooled, basified and extracted with ether. The extract was washed with water and dried. Dry hydrogen chloride gas was passed into the ethereal solution. Evaporation of the solvent gave a residue which was heated with ethyl acetate (20 ml) to give a white solid which was partitioned between ether and water. The aqueous phase was basified and then extracted with ether. The extract was dried and evaporated to give a residue which was distilled using a Buchi Kugelrohr apparatus (200° C./0.5 mm) to give N-methyl-N-(2-morpholinoethyl)-1-[1-(4-chlorophenyl)cyclobutyl]-2-methoxyethylamine.

후처리

  1. temperatureThe mixture was then heated at 95°-100° C. for 18 hours
  2. temperaturecooled
  3. extractionextracted with ether
  4. washThe extract was washed with water
  5. customdried
  6. customEvaporation of the solvent
  7. customgave a residue which
  8. customto give a white solid which
  9. customwas partitioned between ether and water
  10. extractionextracted with ether
  11. customThe extract was dried
  12. customevaporated
  13. customto give a residue which
  14. distillationwas distilled
  15. customa Buchi Kugelrohr apparatus (200° C./0.5 mm)

출처 및 근거

ORD 기록
ord-8233a263b99e4973b3e03f691b66c5ba
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05047432

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