Sodium Hydroxide → HCID 57939190, compound

HRID 330740Notes

Reaction equation

HRID 330740 reaction equation
[OH-].[Na+].[CH2:3]([O:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([O:20]C)=[O:19])[CH2:4][CH2:5][C:6]#[C:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]>CO>[CH2:3]([O:14][C:15]1[CH:16]=[C:17]([CH:22]=[CH:23][CH:24]=1)[C:18]([OH:20])=[O:19])[CH2:4][CH2:5][C:6]#[C:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 57939210HCID 57939210, compound

Product 1

HCID 57939190HCID 57939190, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

300 μL of 1 N sodium hydroxide solution (300 μmol) are added portionwise to 48 mg of 25 (157 μmol) in methanol (2 mL). The solution is refluxed for 1 hour 30 minutes. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 45 mg of a pale yellow oil are obtained, i.e. a yield of 99%.

Workup

  1. temperatureThe solution is refluxed for 1 hour 30 minutes
  2. customAfter evaporating off the solvent
  3. extractionextracted with DCM

Sources & evidence

ORD record
ord-3db82ced714d4865a54352238a500e81
Source dataset
uspto-grants-2014_11
Patent number
US08877684B2

Reaction notes

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