Sodium Hydroxide → (2E,4E,6E)-7-(7-Butoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2,4,6-trienoic acid

HRID 2180528Notes

Reaction equation

HRID 2180528 reaction equation
[CH2:1]([O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH:18]([CH3:20])[CH3:19])=[CH:11][C:12]([CH3:17])([CH3:16])[O:13]2)=[CH:8][C:7]=1/[C:21](/[CH3:34])=[C:22](/[F:33])\[CH:23]=[CH:24]\[C:25](\[CH3:32])=[CH:26]\[C:27]([O:29]CC)=[O:28])[CH2:2][CH2:3][CH3:4].[OH-].[Na+]>>[CH2:1]([O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10]([CH:18]([CH3:20])[CH3:19])=[CH:11][C:12]([CH3:17])([CH3:16])[O:13]2)=[CH:8][C:7]=1/[C:21](/[CH3:34])=[C:22](/[F:33])\[CH:23]=[CH:24]\[C:25](\[CH3:32])=[CH:26]\[C:27]([OH:29])=[O:28])[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 86759710ethyl (2E,4E,6E)-7-(7-butoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2,4,6-trienoate2×

Product 1

HCID 22490780(2E,4E,6E)-7-(7-Butoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2,4,6-trienoic acid

Procedure

Following General Procedure G, a solution of ethyl (2E,4E,6E)-7-(7-butoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-6-fluoro-3-methyl-octa-2,4,6-trienoate (Compound 113, 95 mg, 0.20 mmol) was hydrolyzed with NaOH to yield the title compound as a yellow solid after recrystallized from acetonitrile.

Sources & evidence

ORD record
ord-a0bce08afac04e92abdf46ab49d7c044
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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