Methyl Acrylate → Propanoic acid, 3-((2-methoxy-2-oxoethyl)thio)-, methyl ester

반응식

[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[C:7]([O:11][CH3:12])(=[O:10])[CH2:8][SH:9].N1CCCCC1>>[CH3:6][O:5][C:1](=[O:4])[CH2:2][CH2:3][S:9][CH2:8][C:7]([O:11][CH3:12])=[O:10]

참가 물질

반응물 3

HCID 7294Methyl Acrylate

HCID 8082Piperidine

HCID 16907Methyl Thioglycolate

생성물 1

HCID 81891Propanoic acid, 3-((2-methoxy-2-oxoethyl)thio)-, methyl ester수율 99.9%

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온도: 50 °C

실험 절차

Methyl acrylate (99.16 mL, 1.1 mol) was added slowly to a solution of methyl thioglycolate (91 mL, 1 mol) and piperidine (2 mL) while maintaining the temperature of reaction mixture at 50° C. The reaction mixture was stirred at 50° C. for 2 h. Excess methyl acrylate and piperidine were distilled off under high vacuum to yield 192 g (99%) of 3-methoxycarbonylmethylsulfanyl-propionic acid methyl ester as a colorless viscous oil. 1H NMR (400 MHz, CDCl3) δ 2.63 (d, J=7.2 Hz, 2H), 2.89 (d, J=7.2 Hz, 2H), 3.24 (s, 2H), 3.68 (s, 3H), 3.72 (s, 3H) ppm.

후처리

temperaturewhile maintaining
customthe temperature of reaction mixture at 50° C
distillationExcess methyl acrylate and piperidine were distilled off under high vacuum

출처 및 근거

ORD 기록: ord-66fa8b2735a34493a54cfd448e423691
출처 데이터셋: uspto-grants-2008_04
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07365200B2

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