Allyl bromide → HCID 22459129, compound

HRID 613419Notes

Reaction equation

HRID 613419 reaction equation
[CH3:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([OH:13])=[CH:12][C:7]=2[O:6][CH:5]=1.[CH2:16](Br)[CH:17]=[CH2:18].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[CH3:1][C:2]([CH3:15])([CH3:14])[CH2:3][C:4]1[C:8]2[CH:9]=[CH:10][C:11]([O:13][CH2:18][CH:17]=[CH2:16])=[CH:12][C:7]=2[O:6][CH:5]=1

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 10796Cesium carbonateHCID 22459006HCID 22459006, compound

Product 1

HCID 22459129HCID 22459129, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A stirred solution of the product from Step E (2.880 grams) in dry DMF (30 mL) was treated with allyl bromide (1.282 mL) followed by cesium carbonate (4.828 grams). After 2 hours, the mixture was partitioned between isopropyl acetate and pH4 pthalate buffer. The organic was washed twice with water, dried over magnesium sulfate and filtered. Concentration gave the title compound in such purity that further processing was not required.

Workup

  1. customthe mixture was partitioned between isopropyl acetate and pH4
  2. washThe organic was washed twice with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationConcentration

Sources & evidence

ORD record
ord-3203f8eef9444d3aad952a84b3d4ca46
Source dataset
uspto-grants-1999_12
Patent number
US06008237

Reaction notes

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