Tert-Butylamine → HCID 89422900, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(1-(tert-butyldimethylsilyloxy)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)butan-1-one (3.2 g, 9.0 mmol), prepared according to procedure described in Example 151 Step 5, in CH2Cl2 (40 mL), cooled to 0° C., was added tBuNH2 (3.0 mL, 27.0 mmol). To this mixture was added a solution of TiCl4 (5.4 mL, 1M, 5.4 mmol) in CH2Cl2 dropwise via an addition funnel. Upon completion of addition, the reaction was stirred at room temperature for 24 hrs before it was quenched with a saturated solution of NaHCO3. The aqueous phase was extracted with CH2Cl2 and the combined organic phases were dried over Na2SO4, filtered, and concentrated to give a crude product that was used immediately without further purification. LC-MS 413.5 [M+H]+, RT 0.98 min.

Provenance & Evidence