Sodium Hydroxide → HCID 22490879, compound

HRID 2180477Notes

Reaction equation

HRID 2180477 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](/[CH2:31][CH3:32])=[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]([CH3:18])[CH3:17])=[CH:9][C:10]([CH3:14])([CH3:15])[O:11]2)=[CH:6][C:5]=1/[C:19](/[CH2:31][CH3:32])=[CH:20]\[CH:21]=[CH:22]\[C:23](\[CH3:30])=[CH:24]\[C:25]([OH:27])=[O:26])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 87972081HCID 87972081, compound

Product 1

HCID 22490879HCID 22490879, compound

Procedure

Following General Procedure G, ethyl 7-(7-ethoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-3-methyl-nona-2E,4E,6Z-trienoate (Compound 38,30 mg, 0.70 mmol) was hydrolyzed with 1M NaOH. Purification by column chromatography (silica gel, 30% ethyl acetate in hexanes) followed by recrystallization from acetonitrile gave rise to the title compound as a light yellow solid.

Workup

  1. customPurification by column chromatography (silica gel, 30% ethyl acetate in hexanes)
  2. customfollowed by recrystallization from acetonitrile

Sources & evidence

ORD record
ord-03882f956a484e62943c0a4f5bd14f81
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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