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Etudes sur les composés organométalliques, XIII [1] Action d'organomagnésiens sur la benzalacétone

✍ Scribed by George Jon Dubsky; André Jacot-Guillarmod

Publisher
John Wiley and Sons
Year
1971
Tongue
German
Weight
266 KB
Volume
54
Category
Article
ISSN
0018-019X

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✦ Synopsis

6a-hydrobromide: m.p. 239-240" (ethanol) ; [&ID = -15.5" (MeOH) ; identical in UV. and NMR. with 5 a . C,,H,,N04.HBr (408.28) Calc. C 55.80 H 5.43 N 3.43% Found C 55.55 H 5.66 N 3.26% ( -)-(lR)-6,7-Dimethoxy-1-(3,4-dimethoxyphenyl)-2-methyl-1, 2,3,4-tetrahydroisoquinoline ( 6 b ) (Unnatural Cryptostyline 11) : m.p. 117-118" (ether) ; [aID = -59.0" (CHC1,) ; identical in UV. and NMR. with 5 b ; in ORD. and CD. mirror image of 5b. C,,H,,N04 (343.41) Calc. C 69.95 H 7.33 N 4.08% Found C 70.18 H 7.56 N 4.04% 6b-hydrobromide: m.p. 230-231" (ethanol); [aID = -22.0" (MeOH); identical in IJV. and NMR. with 5 b . C,,H,,NO,.HBr (424.32) Calc. C56.61 H6.18 N3.30% Found (36.33 H6.37 N3.01% ( -)-(lR)-6,7-Dimethoxy-2-methyl-1-(3,4,5-trimethoxyphenyl)-I, 2,3,4-tetrahydroisoquinoline ( 6 ~) (Unnatural Cryptostyline 111) : m.p. 124-125" (ether) ; [aID = -77.5" (CHC1,) ; identical in UV. and NMR. with 5 c ; in ORD. and CD. mirror image of 5c. C,,H,,NO, (373.43) Calc. C 67.54 H 7.29 N 3.75% Found C 67.24 H 7.31 N 3.54% 6c-hydrobronzide: m.p. 245-246' (ethanol-ether) ; [aID = -21.2" (MeOH) ; identical in UV. and NMR. with 5c. CzlHz,NO,*HBr (454.34) Calc. C 55.51 H 6.21 N 3.08% Found C 55.89 H 6.28 N2.89%

We wish to thank the following members of our Physical Chemistry Department (Director,

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