Acetic Anhydride → HCID 23347653, compound

Participants

Reaction Steps

To a solution of amino acid 7 (34 g, 0.23 mol) in 300 ml of water cooled to 0° was added dropwise with stirring, 10 ml of acetic anhydride. After 1 hr, an additional 10 ml of acetic anhydride was added. The process was continued until a total of 35 ml of acetic anhydride had been added. The reaction mixture was allowed to stand at 0° for 3 hrs. The solvent was then removed in vacuo at 50°. Water was added to the residue and after a homogeneous solution was obtained, the water was removed in vacuo at 50°. The addition and removal of water was repeated 3 more times. The resultant residue was subjected two more times to the entire sequence beginning with the addition of 35 ml of acetic anhydride in portions. The residue resulting from this treatment was dried in vacuo (0.1 mm) for 48 hr yielding 2-Acetamido-3-hydroxy-4-methoxybutanoic acid as a glass. This material was used directly in the next step.

Provenance & Evidence