Potassium tert-butoxide → HCID 70032814, compound

HRID 1862004Notes

Reaction equation

HRID 1862004 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[C:19]([O:21]S(C)(=O)=O)[CH:18]=[CH:17][C:16]=2[F:26])[C:10](=[O:27])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(C)([O-])C.[K+]>C(O)C.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[C:19]([OH:21])[CH:18]=[CH:17][C:16]=2[F:26])[C:10](=[O:27])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 88119292HCID 88119292, compound

Product 1

HCID 70032814HCID 70032814, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of product from Step C (3.88 g, 9.65 mmol), potassium t-butoxide (2.16 g, 19.3 mmol) in ethanol (100 mL) and H2O (5 mL) was heated at reflux for 3 hours. The reaction was concentrated in vacuo and the residue was partitioned between EtOAc and sat. NH4Cl. The organic layer was washed with H2O, and brine and then dried over magnesium sulfate and concentrated in vacuo to give title product which was sufficiently pure for use in the next step.

Workup

  1. temperatureat reflux for 3 hours
  2. concentrationThe reaction was concentrated in vacuo
  3. customthe residue was partitioned between EtOAc and sat. NH4Cl
  4. washThe organic layer was washed with H2O, and brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ca5a73787e8e45a5928c6a045e7b0156
Source dataset
uspto-grants-2003_03
Patent number
US06534506B2

Reaction notes

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