Hydrochloric Acid → HCID 20708353, compound

HRID 430770Notes

Reaction equation

HRID 430770 reaction equation
[CH2:1]1[CH2:31][O:30][C:3]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([CH2:4][O:5][CH2:6][CH2:7][C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([O:17]C4CCCCO4)[C:11]=3[O:10][CH:9]=2)[O:2]1.Cl.O>C1COCC1>[CH2:1]1[CH2:31][O:30][C:3]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([CH2:4][O:5][CH2:6][CH2:7][C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[C:16]([OH:17])[C:11]=3[O:10][CH:9]=2)[O:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 54275311HCID 54275311, compound

Product 1

HCID 20708353HCID 20708353, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3-(2-(2,2-ethylenedioxy-2-phenylethoxy)ethyl)-7-tetrahydropyranyloxybenzofuran (239 mg) was dissolved in THF (3 ml). To this solution, 6N hydrochloric acid (1 ml) was added and the resulting solution was stirred at room temperature for 30 minutes. The reaction solution was poured into water layer (30 ml) and extracted twice with ethyl acetate (20 ml). The organic layers were combined and washed with saturated brine, followed by drying over sodium sulfate. After removing the sodium sulfate by filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography (solvent: hexane/ethyl acetate=2/1) using silica gel to obtain the desired compound (189 mg, yield: 98%).

Workup

  1. extractionextracted twice with ethyl acetate (20 ml)
  2. washwashed with saturated brine
  3. dry with materialby drying over sodium sulfate
  4. customAfter removing the sodium sulfate
  5. filtrationby filtration
  6. customthe solvent was removed under reduced pressure
  7. customthe residue was purified by column chromatography (solvent: hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-44370c94ca2a4e97b787b303b9e83847
Source dataset
uspto-grants-2001_11
Patent number
US06323235B1

Reaction notes

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