Lithium Hydroxide → HCID 15780556, compound

HRID 21573Notes

Reaction equation

HRID 21573 reaction equation
[C:1]([C:5]1[CH:14]=[C:13]2[C:8]([C:9]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:10][C:11](=[O:15])[O:12]2)=[CH:7][CH:6]=1)([O:3]C)=[O:2].[Li+].[OH-].C1COCC1>CO>[C:16]1([C:9]2[C:8]3[C:13](=[CH:14][C:5]([C:1]([OH:3])=[O:2])=[CH:6][CH:7]=3)[O:12][C:11](=[O:15])[CH:10]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 15780555HCID 15780555, compound

Product 1

HCID 15780556HCID 15780556, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 7-carbomethoxy-4-phenylcoumarin (510 mg), 1N LiOH (10 mL), THF (7 mL) and MeOH (10 mL) was heated at reflux for 1 hr. The solution was concentrated then H2O (10 mL), 1N HCl (15 mL), THF (10 mL) and Et2O (10 mL) were added and stirring continued for 1 hr. After this time, the organic layer was separated and concentrated to yield the title compound which was used as such in the next step.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hr
  3. concentrationThe solution was concentrated
  4. additionH2O (10 mL), 1N HCl (15 mL), THF (10 mL) and Et2O (10 mL) were added
  5. customAfter this time, the organic layer was separated
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-3ff8235e618c4a32a2e70fcb9996f07b
Source dataset
uspto-grants-1995_06
Patent number
US05424320

Reaction notes

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