Hydrochloric Acid → 3-(1-Acetyl-piperid-4-yl)-1,1-dimethyl propanol

Crude methyl 3-(1-acetyl-piperid-4-yl)propionate (13 g) in dry ether (80 ml) was added dropwise, at 0°-10°, to methyl magnesium iodide [prepared from Mg (8 g) and methyliodide (40 g)] in dry ether (150 ml). The mixture was then stirred at room temperature (20°) overnight, after which time the resulting complex was decomposed by the addition of saturated, aqueous ammonium chloride (50 ml). Dilute hydrochloric acid was added until all the solids dissolved (pH 7-8) and then the ether layer was separated. The aqueous layer was extracted with ether (200 ml) and chloroform (200 ml) and the combined organic extracts were washed with 2 N hydrochloric acid (100 ml) and then with brine (50 ml). After drying (Na2CO3), the organic solvents were removed in vacuo to give 3-(1-acetyl-piperid-4-yl)-1,1-dimethyl propanol as a crude oil.

1. dissolutiondissolved (pH 7-8)
2. customthe ether layer was separated
3. extractionThe aqueous layer was extracted with ether (200 ml) and chloroform (200 ml)
4. washthe combined organic extracts were washed with 2 N hydrochloric acid (100 ml)
5. dry with materialAfter drying (Na2CO3)
6. customthe organic solvents were removed in vacuo

ORD record

ord-c71d1709217548dd8113201badb309c9

Source dataset

uspto-grants-1981_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04289772