Pyridine → HCID 53681827, compound

A mixture of 3-methylcyclohexanol (5.0 g, 43.8 mmol) in trichloroethylene (300 mL) is added dropwise to a 0°-4° C. mixture of thiophosphoryl chloride (11.13 g, 65.7 mmol) and anhydrous pyridine (5.20 g, 65.7 mmol) in trichloroethylene (125 mL) over a 1 hour period under a nitrogen atmosphere. The resultant reaction mixture is stirred at 0°-4° C. for 1 hour and is then warmed to room temperature and stirred at room temperature for 8 hours. A white solid gradually precipitates. The white solid is filtered from the reaction mixture. The resultant reaction mixture is concentrated in vacuo to a residue. Successive aliquots of toluene (100 mL) are added to the residue and then separately are evaporated in vacuo to give 7.57 g (70%) of (3-methylcyclohexyl)-thiophosphoryl dichloride which can be used directly without further purification as the starting material for Example 23.

1. additionis added dropwise to a 0°-4° C.
2. customThe resultant reaction mixture
3. stirringstirred at room temperature for 8 hours
4. customA white solid gradually precipitates
5. filtrationThe white solid is filtered from the reaction mixture
6. customThe resultant reaction mixture
7. concentrationis concentrated in vacuo to a residue
8. additionSuccessive aliquots of toluene (100 mL) are added to the residue
9. customseparately are evaporated in vacuo

ORD record

ord-56d43a3b272a4c4cad885821ea0cf8c7

Source dataset

uspto-grants-1998_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05804569