Sodium Hydroxide → HCID 22491066, compound

HRID 2180475Notes

Reaction equation

HRID 2180475 reaction equation
[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:17](/[CH2:29][CH3:30])=[CH:18]\[CH:19]=[CH:20]\[C:21](\[CH3:28])=[CH:22]\[C:23]([O:25]CC)=[O:24])[CH3:2].[OH-].[Na+]>>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:17](/[CH2:29][CH3:30])=[CH:18]\[CH:19]=[CH:20]\[C:21](\[CH3:28])=[CH:22]\[C:23]([OH:25])=[O:24])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 87972478HCID 87972478, compound2×

Product 1

HCID 22491066HCID 22491066, compound

Procedure

Following General Procedure G, ethyl 7-(7-ethoxy-2,2,4-trimethyl-2H-chromen-6-yl)-3-methyl-nona-2E,4E,6Z-trienoate (Compound 36, 33 mg, 0.086 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-9744fe87cea84b80908bd13e445d88c0
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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