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

HRID 4734ノート

反応式

HRID 4734 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  1. temperatureThe mixture is cooled

出典と根拠

ORDレコード
ord-0456d0b63d08430e9b2503ac98653c65
出典データセット
uspto-grants-1988_02
特許番号
US04727181

反応ノート

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