Propargyl bromide → HCID 23284207, compound

HRID 1070764Notes

Reaction equation

HRID 1070764 reaction equation
Br[CH2:2][C:3]#[CH:4].[K].[C:6]1(=[O:16])[NH:10][C:9](=[O:11])[C:8]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:7]12>CN(C=O)C>[C:4]([N:10]1[C:6](=[O:16])[C:7]2[C:8](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:9]1=[O:11])#[C:3][CH3:2]

Participants

4

Reactant 2

HCID 7842Propargyl bromideHCID 24194345Phthalimide potassium salt

Product 1

HCID 23284207HCID 23284207, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

32.3 g (271 mmol) 3-bromopropine are dissolved in 150 ml DMF and 50.3 g (271 mmol) phthalimide potassium salt are added under ice cooling. The suspension is warmed at 70° C. for eight hours. The mixture is concentrated under a vacuum and the residue is distributed between acetic acid ethyl ester and water. The organic phase is dried over sodium sulfate and the solvent is removed under vacuum. The residue is crystallized from acetic acid ethyl ester: Yield 36.4 g (72%) colorless crystals.

Workup

  1. concentrationThe mixture is concentrated under a vacuum
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. customthe solvent is removed under vacuum
  4. customThe residue is crystallized from acetic acid ethyl ester

Sources & evidence

ORD record
ord-e6a6151ce2674f5d9b52431a67a0e1ab
Source dataset
uspto-grants-2005_06
Patent number
US06903118B1

Reaction notes

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