Ammonium Chloride → HCID 18393304, compound

Participants

Reaction Steps

47 mg (1.9 mmol) of Mg chips is stirred at room temperature (or while being heated intermittently) in 1.5 ml of absolute THF with 283 mg (1.9 mmol) of 4-bromo-2-methyl-1-butene, until all Mg has gone into solution. This Grignard solution is mixed at -30° C. with a suspension of 197 mg (1.00 mmol) of CuBr--Me2S in 1.5 ml of absolute THF. It is stirred for 30 minutes at this temperature; 117 mg (0.64 mmol) of 20 on 2 ml of absolute THF is added; it is stirred for 16 hours at -10° C. and hydrolyzed with 10 ml of saturated NH4Cl solution. It is extracted three times with 20 ml of Et2O each. After drying on MgSO4, the solvent is removed. By flash-chromatographic purification with pentane/Et2O (15:1), 128 mg (0.51 mmol, 79%) of 21a is obtained.

Provenance & Evidence