Sodium Hydroxide → HCID 23670370, compound

HRID 2354590Notes

Reaction equation

HRID 2354590 reaction equation
[OH-:1].[Na+:2].[O:3]1[C:7]2[CH:8]=[CH:9][C:10]([C:12]3[C:13]4[CH2:27][O:26][C:25](=[O:28])[C:14]=4[CH:15]=[C:16]4[C:24]=3[C:20]3[O:21][CH2:22][O:23][C:19]=3[CH:18]=[CH:17]4)=[CH:11][C:6]=2[O:5][CH2:4]1>CO>[Na+:2].[O:23]1[C:19]2[CH:18]=[CH:17][C:16]([C:15]3[C:14]([CH2:25][OH:28])=[C:13]([C:27]([O-:1])=[O:26])[CH:12]=[C:10]4[C:11]=3[C:6]3[O:5][CH2:4][O:3][C:7]=3[CH:8]=[CH:9]4)=[CH:24][C:20]=2[O:21][CH2:22]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 177023Helioxanthin

Product 1

HCID 23670370HCID 23670370, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

1 N aqueous NaOH solution (2.9 mL) was added to the solution of 2 (100 mg, 0.29 mmol) in MeOH (10 mL). The mixture was stirred at 70° C. for 1 h. The solvent was evaporated to give a crude product, which was purified by silica gel column chromatography using CH2Cl2/MeOH (3:1, v/v) to afford 3 (110 mg, 98%) as a white powder. mp 128-130° C.;

Workup

  1. customThe solvent was evaporated
  2. customto give a crude product, which
  3. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-5b3f10ca5d074d7ba905d4dec9002851
Source dataset
uspto-grants-2010_07
Patent number
US07754718B2

Reaction notes

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