Acetic Acid → HCID 86737671, compound

HRID 443350Notes

Reaction equation

HRID 443350 reaction equation
O.[CH:2](/[CH:7]1[CH:11]=[CH:10][CH2:9][C:8]1=[O:12])=[CH:3]/[CH2:4][CH2:5][CH3:6].C(O)(=O)C.[C-:17]#[N:18].[Na+]>C(O)C>[CH:2](/[CH:7]1[CH:11]([C:17]#[N:18])[CH2:10][CH2:9][C:8]1=[O:12])=[CH:3]/[CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 8929Sodium CyanideHCID 86737672HCID 86737672, compound

Product 1

HCID 86737671HCID 86737671, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
35 °C

Procedure

Into a 500 ml reaction flash equipped with mechanical stir, immersion thermometer, water cool bubble condenser, 150 ml addition funnel and heating mantle is placed 10 grams (0.07 moles) of 2-(2-cis-pentenyl)-3-cyclopenten-1-one prepared according to Example B; (0.07 moles); 4.20 grams of glacial acetic acid (0.07 moles) and 245 ml of 95% aqueous ethanol. The reaction mass is heated to 35° C. and, dropwise with stirring while keeping the temperature between 35° and 37° C., 6.86 grams (0.14 moles) of sodium cyanide (dissolved in 75 ml water) is added. After addition, the reaction mass is stirred at a temperature of 35° C. for a period of 3.5 hours.

Workup

  1. customInto a 500 ml reaction flash
  2. temperaturecool
  3. custombubble
  4. additioncondenser, 150 ml addition funnel
  5. temperatureheating mantle
  6. customprepared
  7. additionis added
  8. additionAfter addition
  9. stirringthe reaction mass is stirred at a temperature of 35° C. for a period of 3.5 hours

Sources & evidence

ORD record
ord-78e0e4b9b17340a595485b68ee74103c
Source dataset
uspto-grants-1981_04
Patent number
US04260512

Reaction notes

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