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

HRID 2415138Notes

Reaction equation

HRID 2415138 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 dichloromethane and combined with three drops of dimethylformamide and 6.96 ml (0.081 mol) of oxalyl chloride, dissolved in 10 ml dichloromethane, under nitrogen at 0° C. The mixture is stirred for 3 hours at ambient temperature. Then the solvent is removed and the crude product is further reacted without any more purification.

Workup

  1. customThen the solvent is removed
  2. customthe crude product is further reacted without any more purification

Sources & evidence

ORD record
ord-dab5a5a4b66e4e4ca65c4c24ada4c00d
Source dataset
uspto-grants-2004_11
Patent number
US06818644B1

Reaction notes

Loading…