Sodium Hydroxide → HCID 22490962, compound

HRID 2180586Notes

Reaction equation

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

Participants

Reactant 2

HCID 14798Sodium Hydroxide

HCID 86597848HCID 86597848, compound

Product 1

HCID 22490962HCID 22490962, compound

Procedure

Following General Procedure J-1, ethyl (2E,4E,6E)-7-(3-ethoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-6-fluoro-3-methyl-nona-2,4,6-trienoate (Compound A-68, 23 mg, 0.056 mmol) was hydrolyzed with 1M NaOH to yield the title compound as a yellow solid after purification by column chromatography (silica gel, 10% ethyl acetate in hexanes) followed by recrystallization from acetonitrile.

Sources & evidence

ORD record: ord-fc48c9ba8db043bd9682dd6b640dbcee
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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