Triethylamine → HCID 13983071, compound

HRID 2309606Notes

Reaction equation

HRID 2309606 reaction equation
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.C(N(CC)CC)C.[Cl:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1.C[Si](C#N)(C)C>C(#N)C>[Cl:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]([CH:5]2[C:6](=[O:8])[CH2:7][C:2]([CH3:10])([CH3:1])[CH2:3][C:4]2=[O:9])=[O:24])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 31358DimedoneHCID 82115Trimethylsilyl cyanide

Product 1

HCID 13983071HCID 13983071, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

5,5-dimethylcyclohexane-1,3-dione (7.01 g, 0.05 mole), acetonitrile (80 ml), and triethylamine (21 ml, 0.15 mole) were combined in a flask, and placed under a nitrogen atmosphere. A solution of 4-chlorobenzoyl chloride (6.4 ml, 0.05 mole) in acetonitrile (20 ml) was added over 15 inutes while stirring and cooling with an ambient temperature water bath. Trimethylsilyl cyanide (0.33 ml, 2.55 mmole) was added, and the reaction was heated and stirred at 40° C. for 3 hours whereupon the reaction was complete.

Workup

  1. temperaturethe reaction was heated
  2. stirringstirred at 40° C. for 3 hours whereupon the reaction

Sources & evidence

ORD record
ord-206f7bd1967d4beb84c4b1452419fc61
Source dataset
uspto-grants-1987_09
Patent number
US04695673

Reaction notes

Loading…