2-Chloroethanol → Mandelic acid, 2-chloroethyl ester

Participants

Reaction Steps

2-Chloroethyl 2-hydroxy-2-phenylacetate was prepared from 2-hydroxy-2-phenylacetic acid and excess 2-chloroethanol essentially by the method described in Step 1 of Example 1; however, the distillate solidified after standing at 4° C.: b.p. 119° C./0.35 mm Hg; m.p. 43°-45° C.; 1H NMR γ3.50 (d, 1H, J=6.0 Hz), γ3.58-3.62 (m, 2H), γ4.28-4.46 (m, 2H), γ5.22 (d, 1H, J=5.9 Hz), δ7.3-7.4 (5H); HRMS calcd for C9H7ClO3Tms (M-CH3) 271.0557, obsd 271. 0598.

Provenance & Evidence