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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 714002생성일: 2026년 10월 23일

p-Toluenesulfonic acid → Acetal

https://huagongshe.com/ko/reaction/714002

반응식

참여 물질

역할이름HCID투입량
반응물p-Toluenesulfonic acidHCID 6101—
반응물IsoquinolineHCID 8405—
반응물Aluminum(III) ChlorideHCID 6451240—
반응물1,1,3-Triethoxy-2-methyl-butaneHCID 11830544—
생성물AcetalHCID 7765—
생성물1-Methoxy-2-methyl-1,3-butadieneHCID 54143259—

반응 단계

According to the present invention, a method for synthesizing 2,7-dimethyl-2,4,6-octatriene-1,8-dialdehyde comprises the following steps: (1) adding acetaldehyde diethyl acetal (abbreviation: acetal) and ethyl-(1-propenyl)-ether under effects of a catalyst at a temperature of −10° C.˜0° C. to produce 1,1,3-triethoxy-2-methyl-butane; wherein the catalyst is ferric chloride or aluminum chloride; acetaldehyde diethyl acetal is prepared by the Chinese Patent No. ZL97115390.6 of Hoffmann-La Roche Ltd; (2) pyrolysis synthesizing 1,1,3-triethoxy-2-methyl-butane under catalytic effects of isoquinoline and p-Toluenesulfonic acid at a temperature of 180-200° C. to produce 1-methoxy-2-methyl-1,3-butadiene; but the catalyst used in the Chinese Patent ZL97115390.6 of Hoffmann-La Roche Ltd. is silicon-aluminum ball, to pyrolysis produce 1-methoxy-2-methyl-1,3-butadiene at high temperature, its conversion rate is only 41%, and its selectivity is 90%; (3) dissolving 1-methoxy-2-methyl-1,3-butadiene in anhydrous ethanol solvent for synthesis with a phase transfer catalyst and a chlorinating agent at a temperature of −5˜0° C. to generate 4,4-diethoxy-3-methyl-1-chloro-butene; wherein the phase transfer catalyst is cetyl-trimethyl ammonium bromide, the chlorinating agent is trichloroisocyanuric acid; (4) combining 4,4-diethoxy-3-methyl-1-chloro-butene with a triphenylphosphine salt at a temperature of 60˜65° C. to produce a phosphonic salt; and (5) condensing the phosphonic salt under effects of hydrogen peroxide at a temperature of 0˜5° C. in conjunction with sodium carbonate solution to generate 1,1,8,8-tetramethyl-2,7-dimethyl-2,4,6-octatriene at pH=8˜10; and then hydrolyzing under acidic conditions to synthesize 2,7-dimethyl-2,4,6-octatriene-1,8-dialdehyde.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US09187394B2
출처 데이터셋uspto-grants-2015_11
ORD IDord-40a8d8aecef740cbbcaf63c912828db6
출처 메모uspto-grants-2015_11