Background and overview[1]
1-Methoxy-2-methyl-2-propanol can be used as a synthetic intermediate for DuPont Pharmaceuticals in the United States. If 1-methoxy-2-methyl-2-propanol is inhaled, move the patient to fresh air; if skin contact occurs, remove contaminated clothing and rinse skin thoroughly with soap and water. If discomfort occurs If you feel sick, seek medical attention; if eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth immediately, do not induce vomiting, and seek medical attention immediately.
Preparation[1]
1-Methoxy-2-methyl-2-propanol is prepared as follows: 10.8g (0.1mol) 1-chloro-2-methyl-2-propanol in 30ml methanol under argon. Treat with 20.4 ml of methanol solution of sodium methoxide (110 mmol; 1.1 equivalent), and the mixture is refluxed under boiling conditions for 2.5 h. After the reaction is completed, the precipitate is removed by filtration, and the solvent is passed through a Vigreux column to distill off the Mitsubishi Chemical resin. The residue is distilled under standard pressure to obtain the title compound: H-NMR (200MHz; CDCl3) = 3.33/S(3H); 3.15/S(2H); 1.13/S(6H). FAB-MS(M+H)=105.
Apply[1]
1-Methoxy-2-methyl-2-propanol can be used as a pharmaceutical synthesis intermediate. For example, prepare (1,1-dimethyl-2-methoxy)ethyl chloroformate: 770 mg (2.59mmol) bis(trichloromethyl)carbonate (triphosgene; Fluka,
Buchs, Switzerland) was dissolved in 25 ml of diethyl ether, and the solution was treated with 737 mg (7.07 mmol) of 1-methoxy-2-methyl-2-propanol dissolved in a small amount of diethyl ether in an ice bath. Cool and treat slowly with a solution of 0.67 ml (8.48 mmol) of pyridine in 3 ml of diethyl ether. After the addition was complete, the ice bath was removed and the mixture was then stirred at RT for 1 h. The reaction mixture was filtered through a plug filter and the solvent was distilled off at RT to give crude product (title compound). IR(CH2Cl2): inter alia: 1780, 1210, 1198, 1145 and 1120cm.
Main reference materials
[1] CN95120506.4 Ether-free antiviral aspartic protease substrate isostere
