Hydrogen Bromide → HCID 14625432, compound

Participants

Reaction Steps

In the same way as in [H] but reacting 2-cyanophenol (7.1 g, 59.7 mmoles) with (S)-(+)-2,2-dimethyl-4-toxyloxymethyl-1,3-dioxolane (J. Org. Chem. 42, 1006 (1977)) (17.1 g, 59.7 mmoles) the (R)-(-)-4-(2-cyanophenoxymethyl)-2,2-dimethyl-1,3-dioxolane with [α]D (C=1, EtOH)=-30.18°, was obtained. The reaction of this compound (13.9 g, 59.6 mmoles) with 40% hydrobromic acid in acetic acid yields (R)-(-)-3-(2-cyanophenoxy)-2-acetoxy-1-bromopropane with [α]D (C=1, EtOH)=-15.9°.

Provenance & Evidence