Hydrochloric Acid → HCID 18429490, compound

HRID 1280250Notes

Reaction equation

HRID 1280250 reaction equation
[OH:1][N:2]1[C:6](=[O:7])[C:5]2=[CH:8][CH:9]=[CH:10][CH:11]=[C:4]2[C:3]1=[O:12].C(=O)([O-])[O-].[K+].[K+].[Cl:19][C:20]([Cl:24])=[CH:21][CH2:22]Cl.Cl>CN(C)C=O>[Cl:19][C:20]([Cl:24])=[CH:21][CH2:22][O:1][N:2]1[C:3](=[O:12])[C:4]2=[CH:11][CH:10]=[CH:9][CH:8]=[C:5]2[C:6]1=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10665N-HydroxyphthalimideHCID 11430Potassium CarbonateHCID 173781,1,3-Trichloropropene

Product 1

HCID 18429490HCID 18429490, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 44 g of N-hydroxyphthalimide, 39 g of potassium carbonate, and 400 ml of N,N-dimethylformamide was added 41 g of 1,1,3-trichloro-1-propene at room temperature. After stirring at room temperature for 12 hours, the reaction mixture was poured into diluted hydrochloric acid to cause the deposition of crystals. These crystals were collected by filtration, washed with water and hexane in this order, and dried under reduced pressure, which afforded 66 g (yield, 90%) of N-(3,3-dichloro-2-propenyloxy)phthalimide.

Workup

  1. filtrationThese crystals were collected by filtration
  2. washwashed with water and hexane in this order
  3. customdried under reduced pressure, which

Sources & evidence

ORD record
ord-9821d32bdabc4a4f99f2af64542edbb3
Source dataset
uspto-grants-2002_09
Patent number
US06448444B1

Reaction notes

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