Hydrochloric Acid → HCID 131724985, compound

Participants

Reaction Conditions

Reaction Steps

A 2-L three-neck round-bottom flask equipped with a condenser and a stirrer was charged with ethyl (2S)-(6-aminochroman-2-yl)acetic acid, bisulfate salt in 500 mL of toluene (Example 8). The reaction was cooled to about 10° C., and 55 mL of 5.8 M hydrochloric acid in absolute ethanol was added to the well-stirred solution. The resulting suspension was stirred for 17 h, then the crystals were allowed to settle. The white crystals were filtered, washed with 250 mL of toluene, and dried at 60° C. under reduced pressure to afford 75 g of ethyl (2S)-(6-aminochroman-2-yl)acetic acid, hydrochloride salt (92% with respect to (2S)-(6-acetamidochroman-2-yl)acetic acid, D-alaninol salt from Example 7). The product was >99% pure and the enantiomeric excess was >99.5% by chromatography and NMR.

Provenance & Evidence