Acetone → HCID 10899183, compound

HRID 2088733Notes

Reaction equation

HRID 2088733 reaction equation
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:10](OC(C)C)([CH3:12])[CH3:11].CC(C)=[O:19]>>[CH3:11][C:10]1([CH3:12])[C:6]2[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH2:7][C:8](=[O:19])[NH:9]1

Participants

4

Reactant 3

HCID 180AcetoneHCID 7914Diisopropyl EtherHCID 8794Phenylacetonitrile

Product 1

HCID 10899183HCID 10899183, compound

Procedure

A polyphosphoric acid (200 g) solution of 10 g of phenylacetonitrile was heated at 140° C., and 14.9 g of acetone was dropwise added thereto, taking 1 hour. Further, this was stirred for 1 hour, then cooled, and ice water and diisopropyl ether were added to the reaction liquid. The organic layer was separated, and the aqueous layer was extracted with chloroform. The chloroform layer was washed with aqueous saturated sodium hydrogencarbonate solution, dried with anhydrous magnesium sulfate, and the solvent was evaporated away to obtain 6.22 g of the entitled compound as a brown solid.

Workup

  1. temperaturecooled
  2. customThe organic layer was separated
  3. extractionthe aqueous layer was extracted with chloroform
  4. washThe chloroform layer was washed with aqueous saturated sodium hydrogencarbonate solution
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customthe solvent was evaporated away

Sources & evidence

ORD record
ord-3f7123feabb644188c8d0cb8975a48cf
Source dataset
uspto-grants-2013_05
Patent number
US08436004B2

Reaction notes

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