1,1'-ETHYNYLENEDICYCLOHEXANOL synthesis
- Product Name:1,1'-ETHYNYLENEDICYCLOHEXANOL
- CAS Number:78-54-6
- Molecular formula:C14H22O2
- Molecular Weight:222.32
Yield:78-54-6 730 g
Reaction Conditions:
Stage #1: cyclohexanone;acetylenewith methyl cyclohexane;potassium hydroxide for 4 h;Autoclave;
Stage #2: with water at 20; for 1.5 h;
Steps:
1.1 (1) Synthesis of 1,2-bis[(1-hydroxy)cyclohexyl]ethyne
In a 30 L autoclave, 1,599 g of potassium hydroxide, 1,401 g of cyclohexanone, and 12.0 kg of methylcyclohexane were charged. After the inside of the reaction vessel was replaced with nitrogen, nitrogen was replaced with acetylene. Thereafter, a reaction was carried out at a reaction temperature of 30° C. and an acetylene pressure (gauge pressure) of 0.04 MPa or less, and the reaction was completed in 4 hours when the absorption of acetylene became zero. In the reaction vessel, 21 kg of ion exchanged water was added and stirred for 1 hour, and the resulting solid content was separated using a pressure filter. (0051) Subsequently, the obtained solid content was put into a 10 L glass vessel, 5 kg of ion exchanged water was added thereto, and the mixture was stirred at room temperature for 30 minutes, and then, the solid content was separated using a pressure filter. The operation was repeated until the pH of the filtrate reached 7. The obtained solid material was dried under reduced pressure at 40° C. for 29 hours. 760 g of the resulting dry solid was subjected to simple distillation under reduced pressure (2.7 kPa, 115° C., 3 hours) to remove light components such as unreacted components. The amount of the obtained heavy components (bottom residue) was 730 g, and as a result of GC analysis, the purity of 1,2-bis[(1-hydroxy)cyclohexyl]ethyne was 98.6%. (0052) 13C-NMR (400 MHz, CD3OD): σ ppm=24.5, 26.4, 41.0, 69.1, 88.8
References:
US2020/392065,2020,A1 Location in patent:Paragraph 0050
