Sodium Carbonate → HCID 18469611, compound

HRID 2228361Notes

Reaction equation

HRID 2228361 reaction equation
[C:1]([C:3](=[C:9]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].C([O-])([O-])=O.[Na+].[Na+]>CC1(C)CC(C)CC(O)C1>[C:1]([C:3](=[C:9]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)[C:4]([O:6][CH:7]1[CH2:11][CH:10]([CH3:15])[CH2:9][C:3]([CH3:4])([CH3:1])[CH2:8]1)=[O:5])#[N:2]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 243274Etocrylene

Product 1

HCID 18469611HCID 18469611, compoundYield 77.6%

Reagents, catalysts & solvents 1

HCID 82983,3,5-TrimethylcyclohexanolSolvent

Procedure

55.4 g (0.2 mol) of ethyl 2-cyano-3,3-diphenylacrylate (Uvinul 3035), 100 ml of 3,3,5-trimethylcyclohexanol and 4 g of Na2CO3 were reacted with one another at 181-184° C. with distillative removal of the ethanol formed, assisted by a stream of nitrogen. After about 5 h, the reaction mixture was filtered hot in order to remove the Na2CO3. After the filtrate had been cooled, the precipitate which had formed was filtered off, washed with cyclohexane and dried, giving 29 g (39%) of 3,3,5-trimethylcyclohexyl 2-cyano-3,3-diphenylacrylate [λmax=301 nm, E11=344] as a colorless solid.

Workup

  1. customwith distillative removal of the ethanol
  2. customformed
  3. filtrationthe reaction mixture was filtered hot in order
  4. customto remove the Na2CO3
  5. temperatureAfter the filtrate had been cooled
  6. customthe precipitate which had formed
  7. filtrationwas filtered off
  8. washwashed with cyclohexane
  9. customdried

Sources & evidence

ORD record
ord-6bbae62982bf46c8b9fedca2200779ac
Source dataset
uspto-grants-2002_07
Patent number
US06416773B2

Reaction notes

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