Lithium Hydroxide → HCID 15780556, compound

HRID 2379176Notes

Reaction equation

HRID 2379176 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-b74d08543fbb40539a6427af811bb6f3
Source dataset
uspto-grants-1994_11
Patent number
US05360815

Reaction notes

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