Formaldehyde → HCID 13732648, compound

HRID 1731614Notes

Reaction equation

HRID 1731614 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:15]=[CH:14][C:13]2[CH:9]3[CH2:10][NH:11][CH2:12][CH:8]3[CH2:7][C:6]=2[C:5]=1[O:16][CH3:17].C=O.[C:20]([O-])(=O)C.[Na+]>[Pd].CO>[ClH:1].[CH3:2][O:3][C:4]1[CH:15]=[CH:14][C:13]2[CH:9]3[CH2:10][N:11]([CH3:20])[CH2:12][CH:8]3[CH2:7][C:6]=2[C:5]=1[O:16][CH3:17]

Participants

6

Reactant 3

HCID 712FormaldehydeHCID 517045Sodium AcetateHCID 13732641HCID 13732641, compound

Product 1

HCID 13732648HCID 13732648, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1.50 g. of the resultant compound of Example 6, 0.15 g. 5% Pd/C in 95 ml. methanol, 5 ml. 37% formaldehyde and 0.8 g. sodium acetate were hydrogenated at 3 atmospheres. The solution was concentrated after removal of the catalyst and the residue was made basic with KOH in water. This was extracted with CHCl3, dried (K2CO3) and concentrated. The residue was dissolved in acetonitrile and acidified with hydrochloric acid in ether to get 1.40 g. product, m.p. 160°-162° C.

Workup

  1. concentrationThe solution was concentrated
  2. customafter removal of the catalyst
  3. extractionThis was extracted with CHCl3
  4. dry with materialdried (K2CO3)
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in acetonitrile
  7. customto get 1.40 g

Sources & evidence

ORD record
ord-3e4d9f5a342945d6acefadb46e5f7697
Source dataset
uspto-grants-1986_11
Patent number
US04622405

Reaction notes

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