Aluminum(III) Chloride → HCID 66609317, compound

Temperature

0 °C

Under nitrogen, a suspension of LiAlH4 (3.6 g, 94.9 mmol) in dry Et2O (500 mL) was cooled to 0° C. by an ice/water bath. AlCl3 (24.9 g, 186.7 mmol) was then added in small portions. After addition, the mixture was stirred at 0° C. for 1 hour. A solution of 4-thiophen-2-yl-heptan-4-ol (10.2 g, 51.3 mmol) was then added dropwise. The mixture was stirred at 0° C. for 2 hours, and allowed to warm to room temperature and stirred at room temperature overnight. After cooling to 0° C., the reaction was quenched by adding water. The reaction mixture was washed with water and brine, dried over Na2SO4, and concentrated on a rotary evaporator. The residue was subjected to column chromatography on silica gel with hexane as the eluent, leading to a colorless oil as the product (9.1 g, 97.2%).

1. additionAfter addition
2. stirringThe mixture was stirred at 0° C. for 2 hours
3. temperatureto warm to room temperature
4. stirringstirred at room temperature overnight
5. temperatureAfter cooling to 0° C.
6. customthe reaction was quenched
7. additionby adding water
8. washThe reaction mixture was washed with water and brine
9. dry with materialdried over Na2SO4
10. concentrationconcentrated on a rotary evaporator

ORD record

ord-8b732a43c4944687b4cbb6816b738057

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08598575B2