Water → HCID 12340644, compound

Participants

Reaction Steps

A solution of the amide of formula 3, N,N,4-trimethyl-4H-pyrrolo-[2,1-c][1,4]benzoxazin-4-acetamide (5 g), described in Example 14, in 150 ml of ether is added dropwise to a suspension of lithium aluminum hydride (2.6 g) in anhydrous ether (350 ml). The reaction mixture is stirred at room temperature for 4 hr. Decomposition of the mixture with 11 ml of water gives a white precipitate, which is collected on a filter and washed with ether. The filtrate is extracted with 2% aqueous HCl. The extract is rendered basic with a 10% solution of NaOH and extracted with chloroform. The chloroform extract is dried (MgSO4), filtered and evaporated to give the title compound, nmr (CDCl3) δ 1.61 (s, b 3H), 2.18 (s, 6H), 2.25 (m, 4H), 5.98 (m, 1H), 6.30 (6, J = 3.5 Hz, 1H), 6.9 - 7.5 (m, 5H).

Provenance & Evidence