Carbon Tetrachloride → HCID 20343736, compound

HRID 1576881Notes

Reaction equation

HRID 1576881 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-a27d51d75e994b658a28d57632d555ab
Source dataset
uspto-grants-1976_09
Patent number
US03983138

Reaction notes

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