Hydrochloric Acid → Hexane, 2,5-dichloro-2,5-dimethyl-

Temperature

0 °C

A 2 L three neck round bottom flask fit with an overhead stirrer, thermometer, and nitrogen inlet was charged with 1.2 L concentrated HCl. The HCl was stirred land chilled in an ice/salt bath to 0° C. Gradually, 150 g of 2,5-dimethyl-2,5-hexanediol (Aldrich) was added to the HCl. The reaction mixture was initially a milky white slurry which gradually thickened and the ice bath was removed to allow the reaction to warm to 10 C. The solids were isolated by filtration, dissolved in methylene chloride (500 mL) and washed repeatedly with water until neutral to pH paper. The organics were dried over anhydrous magnesium sulfate and left in the refrigerator overnight. The resulting mixture stripped on the rotary evaporator to yield)of white crystalline 2,5-dichloro-2,5-dimethylhexane (152 g, 94% pure by GC). 1HNMR (CDCl3, 500 MHz) δ1.95 (s, 4H); 1.60 (s, 12H).

1. customthe ice bath was removed
2. customthe reaction
3. temperatureto warm to 10 C
4. customThe solids were isolated by filtration
5. washwashed repeatedly with water until neutral
6. dry with materialThe organics were dried over anhydrous magnesium sulfate
7. customThe resulting mixture stripped on the rotary evaporator

ORD record

ord-f7e021648d7f4ee1b8f9eb782d661ae2

Source dataset

uspto-grants-2002_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06479424B1