Hydrochloric Acid → Ethyl 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)furan-3-carboxylate

HRID 42654ノート

反応式

HRID 42654 の反応式
[O:1]=[C:2]([C:9]1[C:10]([C:15]([F:18])([F:17])[F:16])=[N:11][CH:12]=[CH:13][CH:14]=1)[CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5].Br[CH2:20][C:21]([C:23]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[C:26]([O:32][CH3:33])=[C:25]([O:34][CH3:35])[CH:24]=1)=O.Cl>N1C=CC=CC=1>[CH3:35][O:34][C:25]1[CH:24]=[C:23]([C:21]2[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])=[C:2]([C:9]3[C:10]([C:15]([F:18])([F:16])[F:17])=[N:11][CH:12]=[CH:13][CH:14]=3)[O:1][CH:20]=2)[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[C:26]=1[O:32][CH3:33]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 68702337HCID 68702337、化合物HCID 714457912-Bromo-1-(3,4-dimethoxy-5-nitrophenyl)ethanone

生成物 1

HCID 68703891Ethyl 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)furan-3-carboxylate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
70 °C

実験手順

To a stirred solution of ethyl 3-oxo-3-(2-(trifluoromethyl)pyridin-3-yl)propanoate (1.305 g, 5 mmol) in pyridine (25 mL) was added 2-bromo-1-(3,4-dimethoxy-5-nitrophenyl)ethanone (1.67 g, 5.5 mmol). The reaction mixture was heated to 70° C. and to stirred for 5 hours, then cooled to room temperature and poured onto 6 N aqueous HCl (100 mL). The precipitate was filtered off, washed with water and dried over P2O5 under vacuum. The solid was recrystallised from dichloromethane/isopropanol to give crude ethyl 4-(3,4-dimethoxy-5-nitrophenyl)-2-(2-(trifluoromethyl)pyridin-3-yl)furan-3-carboxylate, 1.00 g (43%).

後処理

  1. temperaturecooled to room temperature
  2. filtrationThe precipitate was filtered off
  3. washwashed with water
  4. dry with materialdried over P2O5 under vacuum
  5. customThe solid was recrystallised from dichloromethane/isopropanol

出典と根拠

ORDレコード
ord-c5954f0a8b4f4f11af65aa178ae1a0ac
出典データセット
uspto-grants-2013_09
特許番号
US08536203B2

反応ノート

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