Hydrochloric Acid → HCID 67704052, compound

HRID 234734Notes

Reaction equation

HRID 234734 reaction equation
Cl.[CH:2]([C:4]1[S:8][C:7]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=1)=[O:3].C(=O)(O)[O-].[Na+].[CH2:24](O)[CH3:25]>>[CH2:24]([O:3][CH2:2][C:4]1[S:8][C:7]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=[CH:6][CH:5]=1)[CH3:25]

Participants

5

Reactant 4

HCID 313Hydrochloric Acid3×HCID 702Ethanol2×HCID 516892Sodium BicarbonateHCID 86749441HCID 86749441, compound

Product 1

HCID 67704052HCID 67704052, compound

Procedure

The yield could be increased to 85% or higher by substituting absolute ethanol for alcohol and concentrated hydrochloric acid for diluted hydrochloric acid. More specifically, 5-formyl terthiophene (0.2 g) was first dissolved in absolute ethanol (15 ml) at room temperature. To the solution, 0.03 ml concentrated hydrochloric acid/absolute ethanol mixture (0.3 ml conc. HCl in 10 ml absolute ethanol) was then added. After stirring for 2 hours, 0.8 g sodium bicarbonate (NaHCO3) was added and the stirring was continued for 0.5 hours followed by filtration. The ethanol was removed under reduced pressure. 5-ethoxymethyl terthiophene thus obtained was purified by silica gel chromatography.

Workup

  1. customThe yield could
  2. temperaturebe increased to 85%
  3. waitthe stirring was continued for 0.5 hours
  4. filtrationfollowed by filtration
  5. customThe ethanol was removed under reduced pressure

Sources & evidence

ORD record
ord-5c61d061cbdd4524a5b1e2c306ff19af
Source dataset
uspto-grants-1997_01
Patent number
US05596014

Reaction notes

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