Carbon Tetrachloride → HCID 20343736, compound

HRID 1439184Notes

Reaction equation

HRID 1439184 reaction equation
O[CH2:2][NH:3][C:4](=[O:17])[CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(Cl)(Cl)(Cl)[Cl:38]>>[Cl:38][CH2:2][NH:3][C:4](=[O:17])[CH2:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8]

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 11776TriphenylphosphineHCID 20343785HCID 20343785, compound

Product 1

HCID 20343736HCID 20343736, compound

Procedure

A solution of 24.2 g. (0.10 mole) of benzyl N-hydroxymethylsuccinamate and 28.9 g. (0.11 mole) of triphenylphosphine in 500 ml. carbon tetrachloride is stirred at reflux for 12 hours. After filtering and washing the precipitate with benzene, the organic solvents are removed at 15 - 20 mm. and 30° - 40° C. to give benzyl N-chloromethylsuccinamate of sufficient purity for use in the next step.

Workup

  1. temperatureat reflux for 12 hours
  2. filtrationAfter filtering
  3. washwashing the precipitate with benzene
  4. customthe organic solvents are removed at 15 - 20 mm

Sources & evidence

ORD record
ord-50b24b18afa34dceae4fa25602118744
Source dataset
uspto-grants-1977_11
Patent number
US04058530

Reaction notes

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