Methylamine → HCID 70578158, compound

HRID 2286888Notes

Reaction equation

HRID 2286888 reaction equation
[O:1]1[CH2:6][CH2:5][C:4]2([C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:13][C:12]3[C:7]2=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:3][C:2]1=O.[CH3:21][NH2:22]>>[CH3:21][N:22]1[CH2:6][CH2:5][C:4]2([C:19]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:13][C:12]3[C:7]2=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH2:3][C:2]1=[O:1]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 70578562HCID 70578562, compound

Product 1

HCID 70578158HCID 70578158, compound

Procedure

A mixture of xanthene-9-spiro-4'-tetrahydropyran-2'-one (0.5 g.) and methylamine (5 ml.) is heated at 250° C. for 4 hours in a steel bomb. The gummy residue (0.52 g.) is chromatographed on silica gel, eluting with increasing concentrations of chloroform in light petroleum (b.p. 60°-80° C.). Elution with 25% chloroform in light petroleum gives, on evaporation of the solvent, a solid residue which is recrystallised from ethanol to give 1'-methylxanthene-9-spiro-4'-piperidin-2'-one, m.p. 158°-159° C.

Workup

  1. customThe gummy residue (0.52 g.) is chromatographed on silica gel
  2. washeluting
  3. temperaturewith increasing concentrations of chloroform in light petroleum (b.p. 60°-80° C.)
  4. washElution with 25% chloroform in light petroleum
  5. customgives, on evaporation of the solvent
  6. customa solid residue which is recrystallised from ethanol

Sources & evidence

ORD record
ord-6bfd231a26e94caf9e9ef9f4d7fb7527
Source dataset
uspto-grants-1981_05
Patent number
US04268514

Reaction notes

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