Furan → HCID 13177076, compound

HRID 2166946Notes

Reaction equation

HRID 2166946 reaction equation
F[C:2](F)(F)[C:3]([O:5][C:6](=O)[C:7](F)(F)F)=O.[Br:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21](O)=[O:22].O1C=CC=C1>C(Cl)Cl>[O:5]1[CH:6]=[CH:7][CH:2]=[C:3]1[C:21]([CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][Br:14])=[O:22]

Participants

5

Reactant 3

HCID 8029FuranHCID 9845Trifluoroacetic anhydrideHCID 1217237-Bromoheptanoic acid

Product 1

HCID 13177076HCID 13177076, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 135 mmol of trifluoroacetic anhydride in 50 ml of dry methylene chloride was added to a stirred solution of 130 mmol of 7-bromoheptanoic acid in 200 ml of dry methylene chloride. After 15 minutes, a solution of 390 mmol of furan in 25 ml of dry methylene chloride was added in a steady stream to the reaction mixture, and the resultant mixture stirred at 25° C. for 2.0 hrs. The methylene chloride and trifluoroacetic acid were removed by evaporation in vacuo. The residue was dissolved in ether, washed with water and distilled in vacuo to afford the title compound, bp 114° (0.01 mm Hg), 89.7% yield.

Workup

  1. customThe methylene chloride and trifluoroacetic acid were removed by evaporation in vacuo
  2. dissolutionThe residue was dissolved in ether
  3. washwashed with water
  4. distillationdistilled in vacuo

Sources & evidence

ORD record
ord-a6fe5b352fb4437495f74e27b4dfab0f
Source dataset
uspto-grants-1983_06
Patent number
US04390707

Reaction notes

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