Potassium Hydroxide → HCID 89183463, compound

HRID 877014Notes

Reaction equation

HRID 877014 reaction equation
[CH2:1]([C:4]1[C:12]2[C:11](=[O:13])[N:10]([CH3:14])[C:9](=[O:15])[N:8]([CH3:16])[C:7]=2[S:6][C:5]=1[C:17]([O:19]CC)=[O:18])[CH:2]=[CH2:3].[OH-].[K+]>C(O)C>[CH2:1]([C:4]1[C:12]2[C:11](=[O:13])[N:10]([CH3:14])[C:9](=[O:15])[N:8]([CH3:16])[C:7]=2[S:6][C:5]=1[C:17]([OH:19])=[O:18])[CH:2]=[CH2:3]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 89183375HCID 89183375, compound

Product 1

HCID 89183463HCID 89183463, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of Step 6 intermediate (4.6 g, 14.93 mmol) in ethanol (50 ml) was added 1.25 M aqueous KOH (15.5 ml) and mixture was refluxed for 2 h. The solvent was concentrated under reduced pressure and acidified with 1 N HCl. The solid separated out was filtered and dried to give 3.50 g of the product as an off-white solid; 1H NMR (300 MHz, CDCl3) δ 3.42 (s, 3H), 3.56 (s, 3H), 4.24 (d, J=6.0 Hz, 2H), 5.01-5.18 (m, 2H), 5.95-6.05 (m, 1H).

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationThe solvent was concentrated under reduced pressure
  3. customThe solid separated out
  4. filtrationwas filtered
  5. customdried

Sources & evidence

ORD record
ord-b015f7bc14cf45a3bfed463d8014168e
Source dataset
uspto-grants-2015_03
Patent number
US08987278B2

Reaction notes

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