2,5-Dimethylthiophene → HCID 14452582, compound

HRID 2371057Notes

Reaction equation

HRID 2371057 reaction equation
[Al+3].[Cl-].[Cl-].[Cl-].[CH3:5][C:6]1[S:7][C:8]([CH3:11])=[CH:9][CH:10]=1.Cl[C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(Cl)Cl>[CH3:5][C:6]1[S:7][C:8]([CH3:11])=[CH:9][C:10]=1[C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

5

Reactant 3

HCID 125142,5-DimethylthiopheneHCID 20884Ethoxalyl chlorideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 14452582HCID 14452582, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of AlCl3 (29.5 g, 221 mmol) in CH2Cl2 (150 mL) was added 2,5-dimethyl thiophene (6.2 g, 55 mmol) followed by ethyl 2-chloro-2-oxoacetate (15.1 g, 110 mmol). The resulting mixture was stirred at room temperature for 12 h at which time the reaction mixture was filtered, diluted carefully with H2O and extracted with EtOAc. Removal of volatiles afforded mostly pure crude material, which was used in the next step without further purification.

Workup

  1. filtrationwas filtered
  2. additiondiluted carefully with H2O
  3. extractionextracted with EtOAc
  4. customRemoval of volatiles
  5. customafforded mostly pure crude material, which
  6. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-ed968937ee794e0daec7aa5d7763167a
Source dataset
uspto-grants-2014_04
Patent number
US08710245B2

Reaction notes

Loading…