Lithium Hydroxide → HCID 68430628, compound

HRID 2246245Notes

Reaction equation

HRID 2246245 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C@H:18]([CH2:23][CH:24]=[CH2:25])[C:19]([O:21]C)=[O:20])[C:10]([N:12]1[CH2:16][CH2:15][C@H:14]([F:17])[CH2:13]1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Li+]>C1COCC1.O>[C:1]([O:5][C:6]([NH:8][C@@H:9]([C@H:18]([CH2:23][CH:24]=[CH2:25])[C:19]([OH:21])=[O:20])[C:10]([N:12]1[CH2:16][CH2:15][C@H:14]([F:17])[CH2:13]1)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 86617963HCID 86617963, compound

Product 1

HCID 68430628HCID 68430628, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of the product from Step B (1.57 g, 4.358 mmol) in THF (30 mL) and water (20 mL) was added lithium hydroxide (1.2 g, 50.0 mmol). After stirring at room temperature for 12 h, the reaction was quenched with 1N hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with two portions of ethyl acetate. The combined organic layers were washed with brine and concentrated in vacuo to give the desired product.

Workup

  1. customthe reaction was quenched with 1N hydrochloric acid
  2. customThe organic phase was separated
  3. extractionthe aqueous phase was extracted with two portions of ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-66a7ffa5a1634d0ba53934b56d14faea
Source dataset
uspto-grants-2010_03
Patent number
US07687492B2

Reaction notes

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