Methyl iodide → Ethyl 2-(4-methylphenyl)propanoate

참여 물질

역할	이름	HCID	투입량
반응물	Methyl iodide	HCID 6328	—
반응물	Ethyl p-tolylacetate	HCID 84175	—
반응물	Benzeneacetic acid, alpha-methyl-, ethyl ester	HCID 99643	—
반응물	Lithium diisopropylamide	HCID 2724682	—
용매	Tetrahydrofuran	HCID 8028	—
용매	2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-	HCID 81646	—
생성물	Ethyl 2-(4-methylphenyl)propanoate	HCID 11070524	86%

반응 단계

According to the procedure given for the synthesis of 202, ethyl p-tolylacetate (2.72 g, 15.2 mmol) was reacted with LDA (7.6 mL, 15.25 mmol) and methyl iodide (3.03 g, 21.30 mmol) in anhydrous THF (70 mL) and DMPU (1 mL). After aqueous workup and extraction, the residue was distilled in high vacuo to give 203 (2.5 g, 86.0%) as an oil. Bp 59-63° C./0.2 mmHg. 1H NMR (CDCl3): δ (ppm) 7.18 (d, 2H, J=8.1), 7.10 (d, 2H, J=8.1), 4.09 (m, 2H), 3.61 (q, 1H, J=7.2), 2.29 (s, 3H), 1.47 (d, J=7.2 Hz, 3H), 1.20 (t, J=5.7 Hz, 3H). 13C NMR (75 MHz, CDCl3/TMS): δ (ppm) 174.71, 137.80, 136.63, 129.33, 129.14, 127.36, 60.66, 45.18, 21.05, 18.70, 14.15.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07705177B2
출처 데이터셋	uspto-grants-2010_04
ORD ID	ord-f03e46c567c145b1a4076a5e652005a2
출처 메모	uspto-grants-2010_04