Acetophenone → HCID 56638907, compound

HRID 2188355Notes

Reaction equation

HRID 2188355 reaction equation
[CH3:1][CH2:2][C:3]([O-:6])(C)[CH3:4].[Na+].[C:8](OC)(=O)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]CCCC.[C:29]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)(=[O:31])[CH3:30]>>[C:29]([CH2:30][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:1][CH2:2][C:3]([CH3:4])=[O:6])(=[O:31])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

4

Reactant 3

HCID 7410AcetophenoneHCID 8201Methyl StearateHCID 2733478Sodium 2-methylbutan-2-olate

Product 1

HCID 56638907HCID 56638907, compound

Conditions

Temperature
120 °C

Procedure

Xylenes (dry, 180 mL), sodium tert-pentoxide (17.9 g; 0.163 mol), and methyl stearate (41.5 g; 0.139 mol) were placed into a four-necked, round bottom, half-liter flask equipped with a stirrer, a thermometer, and a reflux condenser with a distillation valve. The mixture was heated to 120° C. and kept at that temperature under a blanket of nitrogen. Acetophenone (15.0 g; 0.125 mol) was added slowly over a period of 30 minutes by means of a syringe pump. After 42 minutes, the distillation valve was opened and the distillate was removed as the reaction proceeded. After 1:05 hours from the beginning of the addition of the ketone, the mixture was cooled down to room temperature. Aqueous sulfuric acid (16%) was added with stirring until the pH of the aqueous layer was acidic.

Workup

  1. customequipped with a stirrer
  2. customthe distillate was removed as the reaction
  3. additionAfter 1:05 hours from the beginning of the addition of the ketone
  4. temperaturethe mixture was cooled down to room temperature
  5. additionAqueous sulfuric acid (16%) was added

Sources & evidence

ORD record
ord-e6e20bbaa06948f2b1ca3443766ef1ce
Source dataset
uspto-grants-2002_06
Patent number
US06410795B1

Reaction notes

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