Water → HCID 54395841, compound

HRID 1289117Notes

Reaction equation

HRID 1289117 reaction equation
O[CH2:2][CH2:3][CH2:4][C:5]1[S:9][C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:7][CH:6]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.O.C(OCC)(=O)C>C1C=CC=CC=1>[CH:4]([C:5]1[S:9][C:8]([C:10]2[S:11][CH:12]=[CH:13][CH:14]=2)=[CH:7][CH:6]=1)=[CH:3][CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 8857Ethyl AcetateHCID 21811893HCID 21811893, compound

Product 1

HCID 54395841HCID 54395841, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1 g of 5-hydroxypropyl-2,2'-bithiophene was dissolved in 20 ml of benzene, followed by adding 0.1 g of p-toluene-sulfonic acid. The mixture was then stirred at room temperature for 2 hours while monitoring by thin layer chromatography. After completion of reaction, 30 ml of water and 100 ml of ethyl acetate were then added to the mixture. The ethyl acetate extract was further purified by column chromatography. The eluant was ethyl acetate/n-hexane (1/9). The slightly yellowish liquid product was thus obtained.

Workup

  1. additionwere then added to the mixture
  2. extractionThe ethyl acetate extract
  3. customwas further purified by column chromatography
  4. customThe slightly yellowish liquid product was thus obtained

Sources & evidence

ORD record
ord-f2e10c88e2a04251a32d24932acd5e06
Source dataset
uspto-grants-1998_05
Patent number
US05747525

Reaction notes

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