Oxalyl chloride → 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic Acid Chloride

HRID 2415843Notes

Reaction equation

HRID 2415843 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1([C:19]([OH:21])=O)[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2.C(Cl)(=O)C([Cl:25])=O>ClCCl.CN(C)C=O>[Br:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1([C:19]([Cl:25])=[O:21])[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 107125189-(4-bromobutyl)-9H-fluorene-9-carboxylic acid

Product 1

HCID 105227589-(4-bromo-butyl)-9H-fluorene-9-carboxylic Acid Chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent2×

Procedure

23 g (0.067 mol) of 9-(4-bromo-butyl)-9H-fluorene-9-carboxylic acid are dissolved in 40 ml of dichloromethane, and combined with three drops of dimethylformamide and 6.96 ml (0.081 mol) of oxalyl chloride, dissolved in 10 ml of dichloromethane, under nitrogen at 0° C. The mixture is stirred for 3 hours at ambient temperature. Then the solvent is eliminated and the crude product is reacted further without additional purification.

Sources & evidence

ORD record
ord-82bb8360e2e54040ba8a7f41f21b61b6
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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