Sodium Hydroxide → HCID 60003031, compound

HRID 2180473Notes

Reaction equation

HRID 2180473 reaction equation
[CH:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:27][CH3:28])=[C:11](/[C:14](/[CH3:26])=[CH:15]\[CH:16]=[CH:17]\[C:18](\[CH3:25])=[CH:19]\[C:20]([O:22]CC)=[O:21])[CH:12]=2)[O:7][C:6]([CH3:30])([CH3:29])[CH:5]=1)([CH3:3])[CH3:2].[OH-].[Na+]>>[CH:1]([C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:27][CH3:28])=[C:11](/[C:14](/[CH3:26])=[CH:15]\[CH:16]=[CH:17]\[C:18](\[CH3:25])=[CH:19]\[C:20]([OH:22])=[O:21])[CH:12]=2)[O:7][C:6]([CH3:30])([CH3:29])[CH:5]=1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 87972333HCID 87972333, compound2×

Product 1

HCID 60003031HCID 60003031, compound

Procedure

Following General Procedure G, ethyl 7-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-3-methyl-octa-2E,4E,6Z-trienoate (Compound 33, 60 mg, 0.15 mmol) was hydrolyzed with 1 M NaOH. Purification by column chromatography (silica gel, 30% ethyl acetate in hexanes) followed by recrystallization from acetonitrile yielded the title compound as a 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-675a33c44b7c481f90dae4a986eabb68
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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