Sodium Hydroxide → HCID 22490883, compound

HRID 2180526Notes

Reaction equation

HRID 2180526 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH2:16][CH3:17])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:18](/[CH3:31])=[C:19](/[F:30])\[CH:20]=[CH:21]\[C:22](\[CH3:29])=[CH:23]\[C:24]([O:26]CC)=[O:25])[CH3:2].[OH-].[Na+]>C(O)C.C1COCC1>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH2:16][CH3:17])=[CH:9][C:10]([CH3:14])([CH3:15])[O:11]2)=[CH:6][C:5]=1/[C:18](/[CH3:31])=[C:19](/[F:30])\[CH:20]=[CH:21]\[C:22](\[CH3:29])=[CH:23]\[C:24]([OH:26])=[O:25])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 87969827HCID 87969827, compound2×

Product 1

HCID 22490883HCID 22490883, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure G, a solution of ethyl 7-(7-ethoxy-4-ethyl-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2E,4E,6E-trienoate (Compound 110, 9.0 mg, 0.02 mmol) in ethanol and THF was hydrolyzed with 1M NaOH. Purification by flash chromatography (silica gel, 75:25 hexane/ethyl acetate) afforded the title compound as a white solid.

Workup

  1. customPurification by flash chromatography (silica gel, 75:25 hexane/ethyl acetate)

Sources & evidence

ORD record
ord-9752348bcb94435080df57fb797749f1
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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