Lithium tri-s-butylborohydride → trans-2,2,2-trifluoro-N-(3-hydroxy-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl)acetamide

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Reaction Steps

Step BM (2): The crude product from Step BM (1) was reduced with L-selectride by following a procedure analogous to Step BJ (1) to afford 6.5 g (85% yield) of trans-2,2,2-trifluoro-N-(3-hydroxy-4,6-dimethyl-2,3-dihydro-1H-inden-1-yl)acetamide (6.5 g, 85% yield). LC-MS (M+H)+=274.10 1H NMR (500 MHz, CDCl3) δ ppm 7.32 (d, 1H) 6.98-7.03 (m, 1H) 6.93-6.97 (m, 1H) 5.22 (t, 1H) 5.12 (d, 1H) 2.81-2.98 (m, 1H) 2.64-2.74 (m, 1H) 2.32-2.37 (m, 3H) 2.27-2.32 (m, 3H) 1.94 (d, 1H).

Provenance & Evidence