1-Benzhydrylamino-2-methylpropanephosphonous acid → 1-Amino-2-(3,4-dimethoxyphenyl)-ethanephosphonous acid

Participants

Reaction Steps

The procedure described in Example 36B was repeated using DL-1-benzhydrylamino-2-(3,4-dimethoxyphenyl)-ethanephosphonous acid (as obtained in Example 20) instead of DL-1-benzhydrylamino-2-methylpropanephosphonous acid to give DL-1-amino-2-(3,4-dimethoxyphenyl)-ethanephosphonous acid. This was treated with 60% hydrogen bromide at 80° followed by propylene oxide to give DL-1-amino-2-(3,4-dihydroxyphenyl)-ethanephosphonous acid, melting point 237°-238°, identical to that obtained in Example 20.

Provenance & Evidence