Hydrochloric Acid → HCID 20088046, compound

HRID 1655423Notes

Reaction equation

HRID 1655423 reaction equation
[ClH:1].O[C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[S:9][CH2:10][C:11]([OH:13])=[O:12].O>[Cl-].[Na+].O>[Cl:1][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH:4]1[S:9][CH2:10][C:11]([OH:13])=[O:12]

Participants

5

Procedure

Concentrated hydrochloric acid (200 ml) was added to the compound of Example 10 (27.1 g, 0.13 mole) and the reaction mixture was stirred at room temperature for 20 hours. Water (100 ml) and brine (50 ml) were added to the reaction mixture. The reaction mixture was extracted three times with 175 ml of diethyl ether. The combined diethyl ether extracts were washed three times with 30 ml of water and dried over anhydrous magnesium sulfate, filtered and concentrated to an oil with a rotary evaporator. The product was purified by silica gel chromatography. The structure was supported by NMR.

Workup

  1. extractionThe reaction mixture was extracted three times with 175 ml of diethyl ether
  2. washThe combined diethyl ether extracts were washed three times with 30 ml of water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to an oil with a rotary evaporator
  6. customThe product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-db0e30d009764ed882d28263d9a9c2ab
Source dataset
uspto-grants-1993_10
Patent number
US05250567

Reaction notes

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