Organic Lab Reactions 216

Organic Lab Reactions 216 -...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
REDUCTION OF KETONES 211 REDUCTION TABLE II— Continued KETONES WITH ALUMINUM ISOPBOPOXIDE Compound Reduced 6-Methyl-2-morpholino- methylcyclohexanone 8-Methyl-2-hydrinda- none 1-Tetralone 1-Decalone 9-Methyl-l-decalone 1 -Ethyl-7-acenaphthe- none Fluorenone 3-Morphoh'nomethyl-4- chromanone Xanthone 9,9-Dimethylanthrone 1-Keto-l ,2,3,4-tetrahy- drophenanthrene 4-Keto-l,2,3,4-tetrahy- drophenanthrene 4-Keto-2,3-dimethyl-l ,2,- 3,4-tetrahydrophenan- threne m-9-Keto-asj/m-octahy- drophenanthrene 9-Ketoperhydrophenan- threne l-Keto-4,5-methylene-l ,- 2,3,4-tetrahydrophe- nanthrene 1-Keto-l 1-methyl-l ,2,3,- 4-tetrahydrochrysene Product Formed 6-Methyl-2-mgrpholino- methylcyclohexanol Stereoisomers of 8-meth- yl-2-hydrindanol 1-Tetralol 1-Decalol 9-Methyl-l-decalol l-Ethyl-7-acenaph- thenol Fluorenol 3-Morpholinomethyl-4- chromanol Xanthydrol Isopropyl ether of 9,9- dimethyl-1O-hydroxy- 9,10-dihydroanthracene No reduction (10 hours) 9,9-Dimethyl-9,10-dihy- droanthracene l-Hydroxy-l,2,3,4-tetra- hydrophenanthrene
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: 4-Hydroxy-l ,2,3,4-tetra-hydrophenanthrene 4-Hydroxy-2,3-dimethyl-1,2,3,4-tetrahydrophe-nanthrene Mixture of 9-hydroxy-asj/m-octahydrophenan-threnes 9-Hydroxyperhydrophe-nanthrene l-Hydroxy-4,5-methyl-ene-1,2,3,4-tetrahydro-phenanthrene 1-Hydroxy-ll-methyl-l,-2,3,4-tetrahydrochrys-ene Reagent and Solvent * D D C D D &,~D D C D (i-CaHvOH) D (benzene) D^ (xylene) U U u D D Yield _ 87% 86% 95% 90% 86% 85-89% 40% 90% 64% 65% 100% 96-98% 23% 84% 87% 82% Refer-ence 95 96 17 5 97 98 5,10 99 5 17-17 / 17 41, 100 41, 100 101 102 103 104 105 NOTE: References 81-158 appear on pp. 221-223. * Unless otherwise stated, the reduction was carried out with aluminum isopropoxide in boiling iso-propyl alcohol solution. C refers to clarified but undistilled aluminum isopropoxide; D, to distilled reagent; and U, to an untreated solution of the alkoxide (see p. 199)....
View Full Document

{[ snackBarMessage ]}

Ask a homework question - tutors are online