Hydrochloric Acid → 80875-33-8

HRID 330128Notes

Reaction equation

HRID 330128 reaction equation
[CH:1]1([C:5](Cl)=[O:6])[CH2:4][CH2:3][CH2:2]1.[C:8]([Mg]Cl)([CH3:11])([CH3:10])[CH3:9].Cl>CCOCC>[C:8]([C:5]([CH:1]1[CH2:4][CH2:3][CH2:2]1)=[O:6])([CH3:11])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 78705Cyclobutanecarbonyl chlorideHCID 178418310HCID 178418310, compound

Product 1

HCID 1440585480875-33-8

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 118.5 g. (1.0 mole) of cyclobutylcarbonyl chloride and 99 g. (1.0 mole) cuprous chloride in 1000 ml. of dry ether under a nitrogen atmosphere is added dropwise 478 ml. (1.0 mole) of 2M t-butylmagnesium chloride in the same solvent. The addition is carried out at -5° to -15° C. The resulting mixture is poured into 500 ml. of 3M hydrochloric acid and 700 g. ice, the organic layer is separated and washed successively with water, sodium bicarbonate solution, brine and dried (MgSO4). The dried ether extract is evaporated at reduced pressure and the residue distilled to provide t-butylcyclobutylketone.

Workup

  1. additionTo a mixture of 118.5 g
  2. additionThe addition
  3. customis carried out at -5° to -15° C
  4. additionThe resulting mixture is poured into 500 ml
  5. customice, the organic layer is separated
  6. washwashed successively with water, sodium bicarbonate solution, brine
  7. dry with materialdried (MgSO4)
  8. extractionThe dried ether extract
  9. customis evaporated at reduced pressure
  10. distillationthe residue distilled

Sources & evidence

ORD record
ord-3560b0a2c263490ba3d1da84281a3a8d
Source dataset
uspto-grants-1990_01
Patent number
US04894464

Reaction notes

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