Sodium Hydroxide → HCID 86629015, compound

HRID 1013431Notes

Reaction equation

HRID 1013431 reaction equation
[OH-].[Na+].[C:3]1([S:9]([C:12]2[C:16](S(C3C=CC=CC=3)(=O)=O)=[N:15][O:14][N+:13]=2[O-:26])(=[O:11])=[O:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH:27][CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31]>C1COCC1>[O-:26][N+:13]1[O:14][N:15]=[C:16]([O:27][CH2:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[C:12]=1[S:9]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1)(=[O:10])=[O:11]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 124054663,4-Di(benzenesulfonyl)-2-oxo-1,2,5lambda~5~-oxadiazoleHCID 16218743tert-Butyl 3-hydroxypropanoate

Product 1

HCID 86629015HCID 86629015, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous 50% NaOH solution (6.4 g-80 mmol) is added in the course of 15 minutes to a solution, cooled to 15° C., of 3,4-bis(phenylsulphonyl)-1,2,5-oxadiazole 2-oxide (16 g-44 mmol) and tert-butyl 3-hydroxypropionate (10 g-68 mmol) in 200 ml of anhydrous THF. After stirring for 2 hours, the solvent is removed in vacuo and the residue is taken up in 100 ml of water and 100 ml of ethyl acetate. The organic phase is decanted off, washed with saturated NaCl solution, dried with sodium sulphate and evaporated.

Workup

  1. customthe solvent is removed in vacuo
  2. customThe organic phase is decanted off
  3. washwashed with saturated NaCl solution
  4. dry with materialdried with sodium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-c8286877c4e941c59d563b66449d60d9
Source dataset
uspto-grants-2011_07
Patent number
US07981920B2

Reaction notes

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