
BENZOIC ACID,4-BROMO-2-METHYL-,METHYL ESTER synthesis
- Product Name:BENZOIC ACID,4-BROMO-2-METHYL-,METHYL ESTER
- CAS Number:99548-55-7
- Molecular formula:C9H9BrO2
- Molecular Weight:229.07

68837-59-2

18107-18-1

99548-55-7
Step 1: To a mixed solution of 4-bromo-2-methylbenzoic acid (15.1 g, 0.070 mol) in tetrahydrofuran (180 mL) and methanol (45 mL) was slowly added dropwise (trimethylsilyl) diazomethane in 2.0 M hexane solution (42 mL, 0.084 mol) at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred continuously for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to afford methyl 4-bromo-2-methylbenzoate (16 g, 100% yield) as a yellow oil. The crude product could be used in the subsequent reaction without further purification. The product was characterized as follows: 1H NMR (400 MHz, CDCl3): δ 7.78 (d, 1H), 7.42 (s, 1H), 7.38 (d, 1H), 3.88 (s, 3H), 2.58 (s, 3H). Mass spectrum (EI): m/z 230 ([M+H]+, C9H9BrO2).

68837-59-2
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74-88-4
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99548-55-7
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Yield:99548-55-7 100%
Reaction Conditions:
with sodium hydrogencarbonate in N,N-dimethyl-formamide at 80;
Steps:
5.5.76.1
5.76 l-(3-CHIX)RO-4-METHYI^PHENYLV3-r2-f2.6-DIOXO-PIPERrom- 3-YU-I-OXO-Z^-DIHYDRO-IH-ISOINDOL-S-YLMETHYLI-TJREA
References:
CELGENE CORPORATION WO2008/27542, 2008, A2 Location in patent:Page/Page column 89-90

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18107-18-1
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99548-55-7
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68837-59-2
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67-56-1
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67832-11-5
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99548-55-7
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