Chlorodiphenylmethane → HCID 12151496, compound

Participants

Reaction Steps

A mixture of 49.4 g (0.2 mole) of bromodiphenylmethane (an equimolar quantity of chlorodiphenylmethane may be used instead), 23.8 g (0.2 mole) of indoline, 55.2 g (0.4 mole) of anhydrous potassium carbonate, and 200 ml of toluene is refluxed for 16 hrs under nitrogen with good stirring. The salts are removed by filtration, and the solvent is evaporated. The residue is chromatographed on silica gel with 30:70 toluene-hexane as the eluent. The product is a viscous oil, which can be crystallized from ethanol to give 1-benzhydryl-indoline, m.p. 62°-63.5°. The structure is confirmed by nmr spectroscopy and elemental analysis:

Provenance & Evidence