Formaldehyde → HCID 20343785, compound

HRID 259633Notes

Reaction equation

HRID 259633 reaction equation
[CH2:1]([O:8][C:9](=[O:15])[CH2:10][CH2:11][C:12]([NH2:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:16](OCC)(=[O:18])C.C=O.[OH-].[K+]>CCCCCC>[OH:18][CH2:16][NH:14][C:12](=[O:13])[CH2:11][CH2:10][C:9]([O:8][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[O:15]

Participants

6

Reactant 4

HCID 712FormaldehydeHCID 8857Ethyl AcetateHCID 14797Potassium HydroxideHCID 21470073Benzylsuccinamate

Product 1

HCID 20343785HCID 20343785, compound

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Conditions

Temperature
25 °C

Procedure

To a stirred solution of 20.7 g. (0.10 mole) of benzylsuccinamate in 150 ml. ethyl acetate at 25° C. is added 3.0 g. of paraformaldehyde and 1 ml. of a 20% (by weight) solution of ethanolic potassium hydroxide. After stirring at 25° C. for 20 hours, hexane is added to the cloudpoint and the mixture is cooled at 5° C. for 24 hours. Solvents are decanted off and the residue is washed with 25 ml. hexane to give benzyl N-hydroxymethylsuccinamate.

Workup

  1. temperaturethe mixture is cooled at 5° C. for 24 hours
  2. customSolvents are decanted off
  3. washthe residue is washed with 25 ml

Sources & evidence

ORD record
ord-d5b41eab1ecb47f5b8975781be12cbd7
Source dataset
uspto-grants-1977_07
Patent number
US04038411

Reaction notes

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