Hydrochloric Acid → HCID 88837870, compound

HRID 268325Notes

Reaction equation

HRID 268325 reaction equation
C[O:2][C:3]([C@H:5]1[C@H:9]([CH:10]2[S:15][CH2:14][CH2:13][CH2:12][S:11]2)[CH:8]=[CH:7][CH2:6]1)=[O:4].[OH-].[Na+].Cl>O>[S:11]1[CH2:12][CH2:13][CH2:14][S:15][CH:10]1[C@@H:9]1[CH:8]=[CH:7][CH2:6][C@H:5]1[C:3]([OH:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12510792HCID 12510792, compound

Product 1

HCID 88837870HCID 88837870, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
80 °C

Procedure

In a 10 ml. reaction flask equipped with a reflux condenser, there are added 226 mg (0.93 mmol) of trans-methyl-3-(1.3-dithian-2-yl)-4-cyclopentene-2-carboxylate (as prepared in example 6) dissolved in 5 ml. of distilled water and a few mg of sodium hydroxide dissolved in one ml. of distilled water. The mixture is heated to 80° C for 3 hours, then cooled and neutralized by 5% HCl. The solution is extracted with ether and the ethereal layer is dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to yield trans-3-(1,3-dithian-2-yl)-4-cyclopentene-2-carboxylic acid.

Workup

  1. customreaction flask
  2. customequipped with a reflux condenser
  3. dissolutiondissolved in 5 ml
  4. temperaturecooled
  5. extractionThe solution is extracted with ether
  6. dry with materialthe ethereal layer is dried over anhydrous sodium sulfate
  7. filtrationfiltered
  8. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-fa74fe6f08644d9ab990dea09ee79c74
Source dataset
uspto-grants-1976_03
Patent number
US03947469

Reaction notes

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