Hydrochloric Acid → z-Methyl-2-chloro-3-(4'-chlorophenyl)propenoate

HRID 4734노트

반응식

HRID 4734 반응식
[Cl:1]C1C=CC(C(C(Cl)=C(Cl)Cl)O)=CC=1.Cl.[CH3:16][O:17][C:18](=[O:30])/[C:19](/[Cl:29])=[CH:20]/[C:21]1[CH:26]=[CH:25][C:24](OC)=[CH:23][CH:22]=1>>[CH3:16][O:17][C:18](=[O:30])/[C:19](/[Cl:29])=[CH:20]/[C:21]1[CH:26]=[CH:25][C:24]([Cl:1])=[CH:23][CH:22]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 12339865z-Methyl-2-chloro-3-(4'-methoxyphenyl)propenoateHCID 15054140p-Chlorophenyltrichlorovinyl carbinol

생성물 1

HCID 13737728z-Methyl-2-chloro-3-(4'-chlorophenyl)propenoate수율 93%

실험 절차

p-Chlorophenyltrichlorovinyl carbinol (6.0 g, 22.0 millimoles) is added to a refluxing solution of methanolic sulfuric acid (30 ml as noted in Example 4). Hydrogen chloride evolution is noted during the stirring procedure for 45 minutes. The mixture is cooled and has a workup as in Example 4, which affords z-methyl-2-chloro-3-(4'-chlorophenyl)propenoate (4.7 g, 20.4 millimoles) in 93 percent yield (M.P.=78° C.-80° C.): 'H NMR (CDCl3) δ 7.77 (1H, s), 7.45 (4H, ab quartet), 3.81 (3H, s); 13C NMR (CDCl3) δ 163.5, 136.1, 135.8, 131.6, 131.3, 128.8, 122.3, 53.4. Analysis calculated for: C, 52.01; H, 3.50. Found: C, 51.85; H, 3.42.

후처리

  1. temperatureThe mixture is cooled

출처 및 근거

ORD 기록
ord-0456d0b63d08430e9b2503ac98653c65
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727181

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