Sulfuric Acid → HCID 399283, compound

HRID 868780

Reaction equation

HRID 868780 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]([O:8]CC)=O)[C:3]([C:11]([O:13]CC)=O)=[CH:2]1.[O-][CH2:17]C.[Na+].C(OCC)(=O)C.S(=O)(=O)(O)O>O>[CH:5]1[S:1][CH:2]=[C:3]2[C:11](=[O:13])[CH2:17][C:6](=[O:8])[C:4]=12

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8857Ethyl AcetateHCID 2723922Sodium ethoxideHCID 12197673Diethyl thiophene-3,4-dicarboxylate

Product 1

HCID 399283HCID 399283, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a dry 3-neck flask with an argon inlet and a water condenser, diethyl thiophene-3,4-dicarboxylate (3.7 g, 16.2 mmol) is mixed with sodium ethoxide (1.1 g, 16.2 mmol). After heating to 100° C. ethyl acetate (1.4 g, 16.2 mmol) is added through syringe pump over one hour. The mixture was further heated for a few hours. The residue was redissolved in water at 70° C. and concentrated sulfuric acid is added (1 mL). The mixture is heated at this temperature for one hour to ensure complete decarboxylation.

Workup

  1. additionis added through syringe pump over one hour
  2. temperatureThe mixture was further heated for a few hours
  3. temperatureThe mixture is heated at this temperature for one hour

Sources & evidence

ORD record
ord-2b6180bbf40a429c873ccf89181867b6
Source dataset
uspto-grants-2015_03
Patent number
US08968885B2

Linked notes

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