Hydrogen Bromide → 2-Pyrrolidinecarboxamide,N-ethyl-,(2S)-(9CI)
Reaction equation
Br.[CH2:2]([NH:4][C:5](=[O:21])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1C(OCC1C=CC=CC=1)=O)[CH3:3].CCOCC>C(O)(=O)C>[CH2:2]([NH:4][C:5](=[O:21])[C@@H:6]1[CH2:10][CH2:9][CH2:8][NH:7]1)[CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
40 ml. of 36% hydrogen bromide in acetic acid was added to 11 grams of a solution of benzyloxycarbonyl proline ethylamide in 10 ml. of acetic acid. After 1 hour 300 ml. of ether was added to the reaction solution, so resulting in the separation of a non-crystalline hydrobromide. The hydrobromide was dried for 2 hours in desiccator over phosphorus pentoxide and sodium hydroxide, and then suspended in 60 ml. of a saturated amoniacal solution of chloroform at 0 degrees C. The resultant suspension was permitted to stand at 3 degrees C. for 20 minutes and then filtered, the filtrate being evaporated. 5.7 g of a non-crystalline product was obtained. Rf 0.25/S1 ; 0.56/S2.
Sources & evidence
- ORD record
- ord-d8526e07b21a44a183d7a89cc7c4e73c
- Source dataset
- uspto-grants-1985_11
- Patent number
- US04554100
Reaction notes
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