Chloroform → Dichloromethyl 3-(phthalimido)-propyl ether

HRID 569611Notes

Reaction equation

HRID 569611 reaction equation
C([O:3][CH2:4][CH2:5][CH2:6][N:7]1[C:11](=[O:12])[C:10]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]2[C:8]1=[O:17])=O.P(Cl)(Cl)(Cl)(Cl)Cl.[CH:24]([Cl:27])(Cl)[Cl:25]>CCOCC>[C:8]1(=[O:17])[N:7]([CH2:6][CH2:5][CH2:4][O:3][CH:24]([Cl:27])[Cl:25])[C:11](=[O:12])[C:10]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:9]12

Participants

5

Reactant 3

HCID 6212ChloroformHCID 24819Phosphorus pentachlorideHCID 201478623-(Phthalimido)-propyl formate

Product 1

HCID 20147865Dichloromethyl 3-(phthalimido)-propyl ether

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3-(phthalimido)-propyl formate (17 g), phosphorus pentachloride (15.2 g) and alcoholfree chloroform was heated for 1 hour on the steam bath. After cooling and addition of ether, the crystalline product was isolated by filtration. M.p. 101°-103° C.

Workup

  1. temperaturewas heated for 1 hour on the steam bath
  2. temperatureAfter cooling
  3. customthe crystalline product was isolated by filtration

Sources & evidence

ORD record
ord-3d6dd83158044bbdba8879891551f7cb
Source dataset
uspto-grants-1988_03
Patent number
US04732998

Reaction notes

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