Water → HCID 54395841, compound

HRID 1291579Notes

Reaction equation

HRID 1291579 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-03ef8968e17b4384904b08240b588df7
Source dataset
uspto-grants-1998_05
Patent number
US05753692

Reaction notes

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