Carbon Dioxide → HCID 68677280, compound

HRID 1939250Notes

Reaction equation

HRID 1939250 reaction equation
Br[C:2]1[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=[C:9]([CH3:11])[O:8][C:7]=12.C([Li])CCC.[C:17](=[O:19])=[O:18]>C(OCC)C>[CH3:11][C:9]1[O:8][C:7]2=[C:2]([C:17]([OH:19])=[O:18])[N:3]=[CH:4][CH:5]=[C:6]2[CH:10]=1

Participants

5

Reactant 3

HCID 280Carbon DioxideHCID 86751704HCID 86751704, compoundHCID 178418339Butyllithium

Product 1

HCID 68677280HCID 68677280, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 7-bromo-2-methylfurano[2,3-c]pyridine (1.76 g) in dry diethyl ether (45 ml) under an atmosphere of nitrogen, was cooled to -78° C. and treated with n-butyllithium (1.6M in hexane) (5.8 ml). After stirring for 2 hours, the reaction mixture was poured onto a mixture of solid carbon dioxide pellets and diethyl ether (5 ml). After warming to room temperature, the solvent was removed under reduced pressure. The residue was triturated with diethyl ether and filtered to give the title compound as a pale pink powder 1.45 g.

Workup

  1. customthe solvent was removed under reduced pressure
  2. customThe residue was triturated with diethyl ether
  3. filtrationfiltered

Sources & evidence

ORD record
ord-03153859dceb4220addad8efe0dfdbe8
Source dataset
uspto-grants-1997_12
Patent number
US05696129

Reaction notes

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