Sodium Hydroxide → HCID 60003032, compound

HRID 2180533Notes

Reaction equation

HRID 2180533 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:17](/[CH2:30][CH3:31])=[C:18](/[F:29])\[CH:19]=[CH:20]\[C:21](\[CH3:28])=[CH:22]\[C:23]([O:25]CC)=[O:24])[CH3:2].[OH-].[Na+]>C(O)C.C1COCC1>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:17](/[CH2:30][CH3:31])=[C:18](/[F:29])\[CH:19]=[CH:20]\[C:21](\[CH3:28])=[CH:22]\[C:23]([OH:25])=[O:24])[CH3:2]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 87972617HCID 87972617, compound2×

Product 1

HCID 60003032HCID 60003032, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure G, a solution of ethyl 7-(7-ethoxy-2,2,4-trimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-nona-2E,4E,6E-trienoate (Compound 119, 103 mg, 0.24 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-8b6b0fd82244499798a21f78836f1c2d
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…