Hydrochloric Acid → HCID 44432413, compound

HRID 83091Notes

Reaction equation

HRID 83091 reaction equation
[ClH:1].[OH:2][C:3]1[C:16]2[C:15](=[O:17])[C:14]3[C:9](=[C:10]([O:18][CH3:19])[CH:11]=[CH:12][CH:13]=3)[O:8][C:7]=2[CH:6]=[C:5]([O:20][CH2:21][CH:22]2[CH2:24][O:23]2)[CH:4]=1>C(OCC)(=O)C>[Cl:1][CH2:24][CH:22]([OH:23])[CH2:21][O:20][C:5]1[CH:4]=[C:3]([OH:2])[C:16]2[C:15](=[O:17])[C:14]3[C:9]([O:8][C:7]=2[CH:6]=1)=[C:10]([O:18][CH3:19])[CH:11]=[CH:12][CH:13]=3

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 444324121-hydroxy-5-methoxy-3-(oxiran-2-ylmethoxy)-9H-xanthen-9-one

Product 1

HCID 44432413HCID 44432413, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Aqueous ethyl acetate 1M-HCl (3 mL) was added to 1-hydroxy-5-methoxy-3-(oxiran-2-ylmethoxy)-9H-xanthen-9-one (30 mg, 0.10 mmol) synthesized in Step 2 of Example 1, followed by stirring at room temperature for 30 minutes, and the reaction solvent was removed under reduced pressure. Ether was added to the residue, followed by sonication, and the solvent was removed to obtain the title compound (31 mg, 92%) as a light brown solid.

Workup

  1. customthe reaction solvent was removed under reduced pressure
  2. additionEther was added to the residue
  3. customfollowed by sonication
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-9f78eb85c8004ffea798a208136581cb
Source dataset
uspto-grants-2014_09
Patent number
US08846749B2

Reaction notes

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