Triethylamine → L-7-Hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

Participants

Reaction Steps

(S)-7-Hydroxy-6,8-diiodo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (2.0 g, 4.5 mmol) and 5% Pd/C (0.48 g, 0.22 mmol) were suspended in H2O (24 mL) and Et3N (2.1 mL, 15 mmol). EtOH (73 mL) purged with H2 was then syringed into a reaction flask. The reaction mixture was topped with a balloon of H2 and stirred for 4 h. The reaction mixture was filtered through CELITE®, washing with MeOH, and concentrated in vacuo to give crude (S)-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid which was used directly in the next step. MS (ESL) m/z 193.1 (M+H)+.

Provenance & Evidence