![](/CAS/GIF/928772-51-4.gif)
1,7(2H)-Quinolinedicarboxylic acid, 3,4-dihydro-, 1-(1,1-diMethylethyl) ester synthesis
- Product Name:1,7(2H)-Quinolinedicarboxylic acid, 3,4-dihydro-, 1-(1,1-diMethylethyl) ester
- CAS Number:928772-51-4
- Molecular formula:C15H19NO4
- Molecular Weight:277.3157
![1,7(2H)-Quinolinedicarboxylic acid, 3,4-dihydro-, 1-(1,1-dimethylethyl) 7-methyl ester](/CAS/20210305/GIF/928772-50-3.gif)
928772-50-3
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![1,7(2H)-Quinolinedicarboxylic acid, 3,4-dihydro-, 1-(1,1-diMethylethyl) ester](/CAS/GIF/928772-51-4.gif)
928772-51-4
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$156.00/50mg
Yield:928772-51-4 97%
Reaction Conditions:
Stage #1: 3,4-dihydro-2H-quinoline-1,7-dicarboxylic acid 1-tert-butyl ester 7-methyl esterwith methanol;sodium hydroxide;water at 20; for 5 h;
Stage #2: with hydrogenchloride;water
Steps:
57.3
Step 3: A solution of crude 3,4-dihydro-2H-quinoline-1,7-dicarboxylic acid 1-tert-butyl ester 7-methyl ester (2.7 g, 9.2 mmol) in methanol (30 ml) was treated with 3N NaOH (10 ml, 30 mmol, 3.3 equiv.) and stirred at room temperature for 5 h. The methanol was evaporated and the residual slurry was treated with 3N HCl (10 ml). The white precipitate was filtered, washing with water, and dried under high vacuum to afford 3,4-dihydro-2H-quinoline-1,7-dicarboxylic acid 1-tert-butyl ester as a white solid, 2.5 g (97%). MS (ISP): m/e=276.1 (M-H); δH (300 MHz; CDCl3) 8.40 (0.25H, s), 8.33 (0.75H, s), 7.70 (0.25H, d), 7.64 (0.75H, d), 7.14 (1H, m), 3.75 (2H, m), 2.82 (2H, m), 1.94 (2H, m), 1.54 (9H, s).
References:
US2007/60567,2007,A1 Location in patent:Page/Page column 30