ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Reaction of a 3,3-dimethyl-1,2-dihydroisoquinolin-4(3H)-one with a benzyl Grignard reagent gives a 4-benzyltetrahydroisoquinoline in which the signal of a 6-methoxy group suffers a large upfield shift in the 1H NMR spectrum, whereas a 7-methoxy group is relatively unaffected. This effect can be used to determine whether an RO-substituent is in the 6- or 7-position and, in particular, to distinguish isomeric derivatives with different RO-groups in the 6- and 7-positions. The method will allow the mechanism of cyclization of 3,4-dimethoxybenzylaminoacetonitriles to be more fully elucidated.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270130422
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