Sodium Hydroxide → HCID 59783772, compound

HRID 1946593Notes

Reaction equation

HRID 1946593 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]2[S:13][C:14]([C:16]([O:18]C)=[O:17])=[CH:15][C:4]=2[NH:3]1.[OH-].[Na+]>C(O)C.C1COCC1>[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]2[S:13][C:14]([C:16]([OH:18])=[O:17])=[CH:15][C:4]=2[NH:3]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 59783603HCID 59783603, compound

Product 1

HCID 59783772HCID 59783772, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
55 °C

Procedure

To a stirring solution of compound 119 (0.856 g, 3.11 mmol) in ethanol (16 mL) and THF (8 mL) was added an aqueous solution of sodium hydroxide (5 mL, 31.3 mmol) and the resulting mixture was stirred at 55° C. for 2 h. The reaction mixture was solvent evaporated to one third volume, acidified with 3N HCl to pH 2 and the resulting white precipitate was filtered to afford 120 (0.801 g, 99%) as a beige solid. LRMS (ESI): (calc) 261.01 (found) 262.1 (MH)+.

Workup

  1. customevaporated to one third volume
  2. filtrationthe resulting white precipitate was filtered

Sources & evidence

ORD record
ord-88aabceafa47433386d45425bcc9ccd7
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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