Hydrochloric Acid → HCID 18536010, compound

HRID 412190Notes

Reaction equation

HRID 412190 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12]S(C)(=O)=O)=[CH:9][CH:10]=2)[C:5]([C:17]([O:19]C)=[O:18])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C1COCC1>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([OH:12])=[CH:9][CH:10]=2)[C:5]([C:17]([OH:19])=[O:18])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18536036HCID 18536036, compound

Product 1

HCID 18536010HCID 18536010, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of the the product from Step F (802 mg, 2.23 mmol) in 50 mL of THF was added 10 mL of 2N NaOH solution, and the reaction was heated at reflux overnight. The solution was acidified with 1N HCl and extracted with 3× EtOAc. The combined organic extracts were dried over Na2SO4, filtered, and concentrated in vacuo to give a solid, which was triturated with dichloromethane to give the titled product.

Workup

  1. temperaturethe reaction was heated
  2. temperatureat reflux overnight
  3. extractionextracted with 3× EtOAc
  4. dry with materialThe combined organic extracts were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto give a solid, which
  8. customwas triturated with dichloromethane

Sources & evidence

ORD record
ord-32bdc9155d8b4068b02b321d3eb3b0f7
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

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