Formaldehyde → HCID 20487215, compound

HRID 1248553Notes

Reaction equation

HRID 1248553 reaction equation
[NH2:1][CH2:2][C:3]([OH:5])=[O:4].O.[CH2:7]=O.[H][H].[CH3:11][C:12]([CH2:14][CH3:15])=O>[Pd]>[CH3:7][N:1]([CH:12]([CH2:14][CH3:15])[CH3:11])[CH2:2][C:3]([OH:5])=[O:4]

Participants

7

Reactant 5

HCID 712FormaldehydeHCID 750GlycineHCID 962WaterHCID 6569Methyl Ethyl KetoneHCID 178418361HCID 178418361, compound

Product 1

HCID 20487215HCID 20487215, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Into a one-gallon autoclave 338 g (4.5 mole) glycine, 1 liter H2O, 10 g 10% Pd/C, and 500 g methylethylketone were combined and hydrogenated as in Example 7. At 110° C., 52.7 kg/cm2 of hydrogen was consumed in 3.5 hours. After cooling 365 g of 37% (4.5 moles) aqueous formaldehyde was added. The hydrogen pressure was maintained between 63.3 and 77.3 kg/cm2 while heating and 52.7 kg/cm2 hydrogen was consumed below 65° C. within about 1.5 hours. The resulting solution was filtered and concentrated on a hot plate to about 1200 ml. 1272 g of a solution containing 52.7% solids (theory 51.3% solids) was obtained.

Workup

  1. customAt 110° C., 52.7 kg/cm2 of hydrogen was consumed in 3.5 hours
  2. additionwas added
  3. temperaturewhile heating
  4. custom52.7 kg/cm2 hydrogen was consumed below 65° C. within about 1.5 hours
  5. filtrationThe resulting solution was filtered
  6. concentrationconcentrated on a hot plate to about 1200 ml
  7. addition1272 g of a solution containing 52.7% solids (theory 51.3% solids)
  8. customwas obtained

Sources & evidence

ORD record
ord-1a0a9ba2fd594c9592b6cc8a72273e4c
Source dataset
uspto-grants-1985_06
Patent number
US04525294

Reaction notes

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