Diethylamine → Benzoic Acid

HRID 375897

Reaction equation

HRID 375897 reaction equation
Cl[C:2]1[CH:10]=[CH:9][C:8](S(F)(=O)=O)=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].C(NCC)C>ClCCCl>[C:4]([OH:6])(=[O:5])[C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:2]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 888732-Chloro-5-(fluorosulpho)benzoic acid

Product 1

HCID 243Benzoic Acid

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 2-chloro-5-(fluorosulfonyl)benzoic acid (11.93 g, 0.05 mol), diethylamine (10.97 g, 0.15 mol) and 1,2-dichloroethane (100 mL) was refluxed for 8 hours. The reaction mixture was evaporated and the residue was dissolved in ethyl acetate. A solid was collected by filtration and the filtrate was evaporated to dryness to afford 15.5 g of 2-chloro-5-diethylaminosulfonyl)benzoic acid.

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe reaction mixture was evaporated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. filtrationA solid was collected by filtration
  5. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-498b6d423ed8427fba6d206335405625
Source dataset
uspto-grants-1996_01
Patent number
US05488055

Linked notes

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