Formaldehyde → HCID 19382197, compound

HRID 1974883Notes

Reaction equation

HRID 1974883 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH2:14][NH:15][CH2:16][CH3:17])([OH:13])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18]=O>C(O)=O>[CH2:1]([N:8]1[CH2:12][CH2:11][C:10]([CH2:14][N:15]([CH2:16][CH3:17])[CH3:18])([OH:13])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 145784521-Benzyl-3-ethylaminomethyl-3-hydroxypyrrolidine

Product 1

HCID 19382197HCID 19382197, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
80 °C

Procedure

21.8 g (93 mmol) 1-benzyl-3-ethylaminomethyl-3-hydroxy-pyrrolidine (according to example Ca) are dissolved in a mixture of 9.5 g formic acid and 8.5 g 37% proof aqueous formaldehyde solution. The mixture is stirred at 80° C. for 4 hours. The solvents are removed in vacuo, the residue is taken up in water, and the pH is adjusted alkaline with potassium carbonate. The reaction mixture is then extracted with chloroforme, and the organic phase is dried with potassium carbonate. After filtration the organic solvent is removed in vacuo and the residue is destilled.

Workup

  1. customThe solvents are removed in vacuo
  2. extractionThe reaction mixture is then extracted with chloroforme
  3. dry with materialthe organic phase is dried with potassium carbonate
  4. filtrationAfter filtration the organic solvent
  5. customis removed in vacuo

Sources & evidence

ORD record
ord-5b17cceaa7ac4131ba0d772568669c5b
Source dataset
uspto-grants-1994_02
Patent number
US05284842

Reaction notes

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