Sodium Hydroxide → HCID 60003044, compound

HRID 2180476Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH:16]([CH3:18])[CH3:17])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:19](/[CH3:31])=[CH:20]\[CH:21]=[CH:22]\[C:23](\[CH3:30])=[CH:24]\[C:25]([O:27]CC)=[O:26])[CH3:2].[OH-].[Na+]>>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH:16]([CH3:17])[CH3:18])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:19](/[CH3:31])=[CH:20]\[CH:21]=[CH:22]\[C:23](\[CH3:30])=[CH:24]\[C:25]([OH:27])=[O:26])[CH3:2]

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 87972966HCID 87972966, compound2×

Product 1

HCID 60003044HCID 60003044, compound

Procedure

Following General Procedure G, ethyl 7-(7-ethoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-3-methyl-octa-2E,4E,6Z-trienoate (Compound 37, 55 mg, 0.13 mmol) was hydrolyzed with 1M NaOH to yield the title compound as a yellow solid after purification by column chromatography (silica gel, 30% ethyl acetate in hexanes) followed by recrystallization from acetonitrile to yield the title compound as a light yellow solid.

Sources & evidence

ORD record: ord-ff66b0619c5a412ebdfaabdeeb8cb364
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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