Potassium tert-butoxide → HCID 86699516, compound

HRID 571601Notes

Reaction equation

HRID 571601 reaction equation
CC(C)([O-])C.[K+].[CH2:7]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH2:16][CH3:17])[C:10]=1[CH2:18][C:19]([N:21]([CH3:32])[N:22]=[C:23]([N:29]([CH3:31])[CH3:30])[C:24](OCC)=[O:25])=[O:20])[CH3:8]>C1COCC1.O>[CH2:7]([C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH2:16][CH3:17])[C:10]=1[C:18]1[C:19](=[O:20])[N:21]([CH3:32])[N:22]=[C:23]([N:29]([CH3:31])[CH3:30])[C:24]=1[OH:25])[CH3:8]

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 68284564HCID 68284564, compound

Product 1

HCID 86699516HCID 86699516, compoundYield 86.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of potassium t-butoxide (380 mg, 3.38 mmol) in dry THF (10 ml) was slowly added a solution of ethyl 2-[2-(2,6-diethyl-4-methylphenyl)acetyl-2-methylhydrazono]-2-dimethylaminoacetate (Compound (II-2)) (280 mg, 0.840 mmol) in dry THF (3 ml) dropwise. The mixture was stirred at room temperature for 15 minutes. The reaction solution was diluted with water, and extracted with ethyl acetate 2 times. The combined organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting solid was washed with hexane, filtered, and dried to give 230 mg of Compound (I-1-2).

Workup

  1. extractionextracted with ethyl acetate 2 times
  2. washThe combined organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure
  5. washThe resulting solid was washed with hexane
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-6e574a7724534b4db09838bb03ab6b77
Source dataset
uspto-grants-2015_05
Patent number
US09029295B2

Reaction notes

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