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7th September 2012 @ 02:52
Mnr: 41-50
Attempts To Cyclise KAB22-1 using AcCl and AlCl3 as the lewis acid

Ref - NEW METHOD FOR SYNTHESIS OF 2-ACYL-1-ARYL-1,2,3,4-TETRAHYDROISOQUINOLINES
Author: MOLLOV, NM (MOLLOV, NM); VENKOV, AP (VENKOV, AP)
Source: SYNTHESIS-STUTTGART Issue: 1 Pages: 62-63 Published: 1978

MNR46-5%20scheme.png
mnr46-5%20table.PNG

Hazard Assessment
MNR46-5.pdf


Procedure
To a solution of KAB22-1 (1eq) in HPLC grade acetonitrile (0.03 M) under argon at 0 °C, was added was added acetyl chloride (1 eq), lutidine (1 eq) and AlCl3(0.1-2 eqs). The reaction was then stirred at room temperature (20 °C)

TLC after 2 hours

SANY0272.JPG


50% EtOAc/Hex. spots from left to right: Starting material, lutidine, 46-5, 46-6, 46-7, MNR46-4 (Product)

All three reactions look to be progressing to product but still SM in all three reactions. Also, there's an intense spot running lower on the TLC plate, unsure what this is, will need to keep an eye on this.

Reaction left to stir.

TLC on Monday morning

SANY0281.JPG


Look very similar to after 2 hours. There's doesn't appear to be any product in 46-7. All three to be worked up.
Attached Files
MNR46-5 scheme.png
mnr46-5 table.PNG
MNR46-5.pdf
SANY0272.JPG
SANY0281.JPG