Phenylpropanolamine → Penicillamine

HRID 1658836Notes

Reaction equation

HRID 1658836 reaction equation
C([NH:3][CH:4]([C:12]([OH:14])=[O:13])[C:5]([SH:11])([CH3:10])[CH:6]=C(C)C)=O.C[C@H](N)[C@H](O)C1C=CC=CC=1>CC(C)=O>[NH2:3][C@@H:4]([C:12]([OH:14])=[O:13])[C:5]([SH:11])([CH3:10])[CH3:6]

Participants

4

Reactant 2

HCID 10297PhenylpropanolamineHCID 21512080HCID 21512080, compound

Product 1

HCID 5852Penicillamine

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The procedure of Example 1 was followed, however, using 21.8 grams (0.1 mole) of N-formyl-isopropylidene-D,L-penicillamine and 15.1 grams (0.1 mole) of 1-norephedrine and using 150 ml of acetone as the solvent. There were obtained 28.5 grams (equal to 78%) of the adduct (1) having a melting point of 200°-204°C. and [α]D20 + 31°.

Sources & evidence

ORD record
ord-1459db0873314c96845b8213c4af2d16
Source dataset
uspto-grants-1976_06
Patent number
US03966752

Reaction notes

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