Water → HCID 4236593, compound

HRID 914981Notes

Reaction equation

HRID 914981 reaction equation
[C:1]1([CH:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10](C(=O)C(F)(F)F)[NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[OH-].[K+]>CO>[C:1]1([CH:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH2:10][NH:9][CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 69225251HCID 69225251, compound

Product 1

HCID 4236593HCID 4236593, compoundYield 113.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 55 (0.9 g, 2.94 mmol) in MeOH (10 mL) were added water (2 mL), KOH (0.33 g, 5.89 mmol), and the reaction was stirred at room temperature for 12 hours. The mixture was washed with a saturated sodium chloride solution and extracted with 7:3 CH2Cl2/MeOH (3×10 mL). The combined organic layers were dried (K2CO3) and concentrated under reduced pressure to give 56 (0.70 g.˜100%) as a yellow oil.

Workup

  1. washThe mixture was washed with a saturated sodium chloride solution
  2. extractionextracted with 7:3 CH2Cl2/MeOH (3×10 mL)
  3. dry with materialThe combined organic layers were dried (K2CO3)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8655109163b54fab8fb9e353f7931b62
Source dataset
uspto-grants-2007_09
Patent number
US07265122B2

Reaction notes

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