3-Chloro-2-chloromethyl-1-propene → HCID 19937309, compound

HRID 36583Notes

Reaction equation

HRID 36583 reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=[CH2:4].[C:7]1(=[O:17])[NH:11][C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12.[K]>CN(C)C=O>[C:7]1(=[O:17])[N:11]([CH2:5][C:3](=[CH2:4])[CH2:2][Cl:1])[C:10](=[O:12])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12

Participants

4

Reactant 2

HCID 158593-Chloro-2-chloromethyl-1-propeneHCID 24194345Phthalimide potassium salt

Product 1

HCID 19937309HCID 19937309, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 3-chloro-2-chloromethyl-1-propene (6.55 g, 50 mmol) and potassium phthalimide (5.6 g, 30 mmol) in anhydrous dimethylformamide (200 ml) was heated two days at 50° C. Then the mixture was concentrated in vacuo and, after usual work-up, the product was purified by flash chromatography on silica gel (ethyl acetate:hexane; 15:85) (4.2 g, 78%).

Workup

  1. concentrationThen the mixture was concentrated in vacuo
  2. customafter usual work-up, the product was purified by flash chromatography on silica gel (ethyl acetate:hexane; 15:85) (4.2 g, 78%)

Sources & evidence

ORD record
ord-abdb5a943ca24c13acd5d001c7bd8c59
Source dataset
uspto-grants-1995_05
Patent number
US05416076

Reaction notes

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