Hydrochloric Acid → HCID 87775777, compound

HRID 898513Notes

Reaction equation

HRID 898513 reaction equation
CC(C)([O-])C.[K+].[C:7]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])(=[O:12])[CH2:8][C:9]([CH3:11])=[O:10].[C:18](Cl)(=[O:22])[CH:19]([CH3:21])[CH3:20].Cl>C(OCC)C.O>[CH3:20][CH:19]([CH3:21])[C:18](=[O:22])[CH:8]([C:9](=[O:10])[CH3:11])[C:7]([O:13][CH2:14][CH2:15][CH2:16][CH3:17])=[O:12]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11576Butyl acetoacetateHCID 62325Isobutyryl chlorideHCID 23665647Potassium tert-butoxide

Product 1

HCID 87775777HCID 87775777, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

Under nitrogen atmosphere, to a reactor was added 0.22 mol of potassium tert-butoxide. After evacuating for 2 hrs, 80 ml of THF was added to dissolve the solid with stirring. Then 0.1 mol of butyl acetoacetate was slowly dropped to the reactor cooled in an ice-water bath, and the reaction was continued for further 2 hrs. Then under cooled in the ice-water bath, 0.12 mol of isobutyryl chloride was slowly dropped, and the reaction was continued for further 1.5 hrs. Next, under cooled in the ice-water bath, water was added to dissolve resultant solid, and the reaction mixture was neutralized with hydrochloric acid. Diethyl ether was used to extract product, and the collected organic layer was dried over anhydrous sodium sulfate. Removing solvent by using a rotatory evaporator gave the product.

Workup

  1. customAfter evacuating for 2 hrs
  2. addition80 ml of THF was added
  3. dissolutionto dissolve the solid
  4. temperaturecooled in an ice-water bath
  5. additionwas slowly dropped
  6. waitthe reaction was continued for further 1.5 hrs
  7. additionwas added
  8. dissolutionto dissolve resultant solid
  9. extractionto extract product
  10. dry with materialthe collected organic layer was dried over anhydrous sodium sulfate
  11. customa rotatory evaporator
  12. customgave the product

Sources & evidence

ORD record
ord-344fe33d8cfb4efd9530cb463b1e8dae
Source dataset
uspto-grants-2008_04
Patent number
US07351778B2

Reaction notes

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