Allyl bromide → 2-Propenyloxydibenzofuran

HRID 342776

Reaction equation

HRID 342776 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][C:5]2[O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:4]=2[CH:3]=1.[CH2:15](Br)[CH:16]=[CH2:17].C(=O)([O-])[O-].[K+].[K+]>>[CH:15]([O:1][C:2]1[CH:14]=[CH:13][C:5]2[O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:4]=2[CH:3]=1)=[CH:16][CH3:17]

Participants

4

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 665872-Dibenzofuranol

Product 1

HCID 572524052-Propenyloxydibenzofuran

Procedure

A solution of 2-hydroxydibenzofuran (2.0 grams) was treated with allyl bromide (1.2 mL) and potassium carbonate (1.5 grams). The mixture was stirred over night at 60°. The reaction was partitioned between methylene chloride and water. The organic was washed once with water and dried over sodium sulfate. The organic layer was filtered and concentrated to an oil which was chromatographed over silica gel to afford the title compound.

Workup

  1. customThe reaction was partitioned between methylene chloride and water
  2. washThe organic was washed once with water
  3. dry with materialdried over sodium sulfate
  4. filtrationThe organic layer was filtered
  5. concentrationconcentrated to an oil which
  6. customwas chromatographed over silica gel

Sources & evidence

ORD record
ord-3e18335d1be24ab18925c6d52005670c
Source dataset
uspto-grants-1999_01
Patent number
US05859051

Linked notes

Loading…