Sodium Hydroxide → HCID 60003036, compound

HRID 2180525Notes

Reaction equation

HRID 2180525 reaction equation
[C:1]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:29][CH3:30])=[C:12](/[C:15](/[CH3:28])=[C:16](/[F:27])\[CH:17]=[CH:18]\[C:19](\[CH3:26])=[CH:20]\[C:21]([O:23]CC)=[O:22])[CH:13]=2)[O:8][C:7]([CH3:32])([CH3:31])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>C(O)C.C1COCC1>[C:1]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:29][CH3:30])=[C:12](/[C:15](/[CH3:28])=[C:16](/[F:27])\[CH:17]=[CH:18]\[C:19](\[CH3:26])=[CH:20]\[C:21]([OH:23])=[O:22])[CH:13]=2)[O:8][C:7]([CH3:32])([CH3:31])[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 22490858HCID 22490858, compound2×

Product 1

HCID 60003036HCID 60003036, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure G, a solution of ethyl 7-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2E,4E,6E-trienoate (Compound 109, 32 mg, 0.07 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 light yellow solid.

Workup

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

Sources & evidence

ORD record
ord-ac7d1415daa040f0bbd33f9dd5ab901f
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…