![](/CAS/GIF/70120-09-1.gif)
α,α-DiMethyl-3-(phenylMethoxy)benzeneacetaldehyde synthesis
- Product Name:α,α-DiMethyl-3-(phenylMethoxy)benzeneacetaldehyde
- CAS Number:70120-09-1
- Molecular formula:C17H18O2
- Molecular Weight:254.33
![α,α-diMethyl-3-(phenylMethoxy)benzeneacetonitrile](/CAS/GIF/70120-08-0.gif)
70120-08-0
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![α,α-DiMethyl-3-(phenylMethoxy)benzeneacetaldehyde](/CAS/GIF/70120-09-1.gif)
70120-09-1
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$498.18/5MG
Yield:70120-09-1 98%
Reaction Conditions:
Stage #1: 2-<3-(benzyloxy)phenyl>-2-methylpropionitrilewith diisobutylaluminium hydride in tetrahydrofuran;hexane at 15 - 20; for 2 h;
Stage #2: with sulfuric acid in tetrahydrofuran;hexane;water at 30; for 2 h;
Steps:
2 Preparation of 2-(3-(benzyloxy)phenyl)-2-methylpropanal (III)
Diisobutylaluminum hydride (300 mL, 0.3 mol of a 1.0 M solution in hexanes) was added dropwise to a cooled (15° C., ice-bath) solution of nitrile II (59.9 g, 0.24 mol) in anhydrous tetrahydrofuran (250 mL). The reaction temperature was maintained at 15-18° C. during the addition. The reaction was then allowed to warm to room temperature and stirred for an additional 2 hours. The reaction was hydrolyzed by addition of a cold solution of conc. H2SO4 (35.5 mL) in water (117.5 mL) with the temperature maintained at <30° C. The resultant mixture was stirred for a further 2 hours, then filtered, and the filtrate extracted with diethyl ether (2×250 mL), washed with water (300 mL), brine (300 mL), dried and concentrated under reduced pressure to give crude aldehyde III as a light-yellow oil (59.82 g, 98%) which was used without further purification. M+1=255.
References:
US2006/74086,2006,A1 Location in patent:Page/Page column 26