Formic Acid → HCID 14624182, compound

HRID 1460470Notes

Reaction equation

HRID 1460470 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[C:5]([O:31][CH3:32])=[CH:6][C:7]2[O:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][NH:16][CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[C:9](=[O:29])[C:8]=2[CH:30]=1.[CH:33](O)=O.C=O.[OH-].[Na+]>C(Cl)Cl>[ClH:1].[CH3:2][O:3][C:4]1[C:5]([O:31][CH3:32])=[CH:6][C:7]2[O:12][CH2:11][N:10]([CH2:13][CH2:14][CH2:15][N:16]([CH3:33])[CH2:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=3)[C:9](=[O:29])[C:8]=2[CH:30]=1

Participants

6

Reactant 4

HCID 284Formic AcidHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 14624208HCID 14624208, compound

Product 1

HCID 14624182HCID 14624182, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8 g (18.5 mmol) of base of the compound P are dissolved with cooling in 2.1 ml (56 mmol) of formic acid, stirred for 10 min, then treated at 25° C. in 1.6 ml of 40% strength formaldehyde (23 mmol) and then taken for 10 min to an oil bath preheated to 80° C. The mixture is cooled, taken up in methylene chloride and alkalinized with caustic soda solution. The phases are separated, the aqueous phase is re-extracted with the same solvent and the organic phases are combined, washed with saline solution and then dried and evaporated. The residue is converted to hydrochloride as in Example 2, to give the compound B, possessing the same characteristics as those described in Example 2, in a 90% yield.

Workup

  1. waittaken for 10 min to an oil bath
  2. custompreheated to 80° C
  3. temperatureThe mixture is cooled
  4. customThe phases are separated
  5. extractionthe aqueous phase is re-extracted with the same solvent
  6. washwashed with saline solution
  7. customdried
  8. customevaporated

Sources & evidence

ORD record
ord-32cae8f8c0614cc2bfb3b07124d16f98
Source dataset
uspto-grants-1991_12
Patent number
US05071850

Reaction notes

Loading…