Acrylic Acid → 7-Thiabicyclo[2.2.1]hept-5-ene-2-carboxylic acid

HRID 1596129Notes

Reaction equation

HRID 1596129 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[S:6]1C=CC=C1.O1[CH2:15][CH2:14][CH2:13][CH2:12]1>>[CH:3]12[S:6][CH:13]([CH:14]=[CH:15]1)[CH2:12][CH:2]2[C:1]([OH:5])=[O:4]

Participants

4

Reactant 3

HCID 6581Acrylic AcidHCID 8028TetrahydrofuranHCID 8030Thiophene

Product 1

HCID 226190287-Thiabicyclo[2.2.1]hept-5-ene-2-carboxylic acid

Conditions

Temperature
700 °C

Procedure

Tetrahydrofuran solvent (500 g), acrylic acid (1.2 mole) and thiophene (1.0 mole) are introduced into a 2-liter flask. After stirring at 700° C. for 24 hours, the solvent and excessive acrylic acid are removed by using a rotary evaporator. The residue is distilled in vacuo to obtain pure 7-thiabicyclo[2.2.1]hept-5-ene-2-carboxylic acid of Chemical Formula 142 (yield: 80%).

Workup

  1. customthe solvent and excessive acrylic acid are removed
  2. customa rotary evaporator
  3. distillationThe residue is distilled in vacuo

Sources & evidence

ORD record
ord-7cf5ee0f68e8485391384bd50723dcd8
Source dataset
uspto-grants-2001_09
Patent number
US06291131B1

Reaction notes

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