Allyl bromide → HCID 13102927, compound

HRID 1902369Notes

Reaction equation

HRID 1902369 reaction equation
[CH3:1][S:2][C:3](=[N:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[NH:4][N:5]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15].C(=O)([O-])[O-].[K+].[K+].[CH2:29](Br)[CH:30]=[CH2:31]>CC(C)=O>[CH2:31]([N:4]([N:5]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:15])[C:3](=[N:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[S:2][CH3:1])[CH:30]=[CH2:29]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 13102926HCID 13102926, compound

Product 1

HCID 13102927HCID 13102927, compoundYield 39%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 50 ml of dry acetone, 4.0 g (0.013 m) of the product of Example 2, 2.2 g (0.016 m) of powdered anhydrous potassium carbonate, and 1.4 ml (0.016 m) of allyl bromide was added in succession and the mixture stirred overnight at room temperature. The mixture was poured into 300 ml of ice water with stirring. The aqueous layer was decanted and the residue suspended in fresh ice cold water, stirred and filtered to give a yellow semisolid product. This was purified by stirring in hexane to give a yellow powder 1.8 g (39%), m.p. 78°-81°.

Workup

  1. stirringwith stirring
  2. customThe aqueous layer was decanted
  3. stirringstirred
  4. filtrationfiltered
  5. customto give a yellow semisolid product
  6. customThis was purified
  7. stirringby stirring in hexane

Sources & evidence

ORD record
ord-704e2926a6b0425aaba540afe5c28349
Source dataset
uspto-grants-1982_12
Patent number
US04362879

Reaction notes

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