Diethyl Ether → Ethyl 5-(2-methoxyphenyl)-2-isoxazoline-3-carboxylate

HRID 1734977ノート

反応式

HRID 1734977 の反応式
F[C:2]1[CH:9]=[C:8](F)[CH:7]=[CH:6][C:3]=1[CH:4]=[CH2:5].Cl[C:12](=[N:18][OH:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14].C[CH2:21][O:22]CC.C(N(CC)CC)C>O>[CH3:21][O:22][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]1[O:19][N:18]=[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:5]1

参加物

6

反応物 4

HCID 3283Diethyl EtherHCID 8471TriethylamineHCID 6816376Ethyl chloro(hydroximino)acetateHCID 202266752,4-Difluorostyrene

生成物 1

HCID 19436742Ethyl 5-(2-methoxyphenyl)-2-isoxazoline-3-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

4.2 g of 2,4-difluorostyrene and 4.55 g of ethyl 2-chloro-2-hydroximinoacetate are introduced into 350 ml of ether, and the mixture is cooled to 0° C. 3.03 g of triethylamine are added dropwise to this mixture at 0° C. The mixture is stirred for 3 hours at room temperature, 50 ml of water are then added, and the mixture is extracted using ether. After drying over MgSO4, the ether is distilled off, and the residue is purified over a silica column (eluent: n-heptane:ethyl acetate=8:2). This gave 6.68 g (86% of theory) of product of refractive index [n]D20 =1.5019.

後処理

  1. extractionthe mixture is extracted
  2. dry with materialAfter drying over MgSO4
  3. distillationthe ether is distilled off
  4. customthe residue is purified over a silica column (eluent: n-heptane:ethyl acetate=8:2)

出典と根拠

ORDレコード
ord-f7a72826af974f848273800ccd5b9792
出典データセット
uspto-grants-1996_07
特許番号
US05536698

反応ノート

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