Phosphorus oxychloride → 2-Chloro-6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester

HRID 251599ノート

反応式

HRID 251599 の反応式
[CH3:1][O:2][C:3](=[O:23])[C:4]1[C:9]([CH2:10][CH3:11])=[CH:8][C:7]([C:12]2[C:17]([CH2:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:20][CH3:21])=[N+:6]([O-])[CH:5]=1.O=P(Cl)(Cl)[Cl:26]>>[CH3:1][O:2][C:3](=[O:23])[C:4]1[C:9]([CH2:10][CH3:11])=[CH:8][C:7]([C:12]2[C:17]([CH2:18][CH3:19])=[CH:16][CH:15]=[CH:14][C:13]=2[CH2:20][CH3:21])=[N:6][C:5]=1[Cl:26]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 669936046-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester N-oxide

生成物 1

HCID 596782342-Chloro-6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester

反応条件

温度
80 °C

実験手順

A mixture of 6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester N-oxide (1.7 g) and POCl3 (10 mL) is heated at 80° C. for 2 hours. The volatile material is removed in vacuo. Ice water and ether is added to the residue. The organic layer is separated and the aqueous layer is extracted with ether. The combined extract is washed with brine, dried, and concentrated to give 2-chloro-6-(2,6-diethyl-phenyl)-4-ethyl-nicotinic acid methyl ester. 1H NMR (CDCl3) 7.26 (t, 1H), 7.12 (d, 3H), 4.02 (s, 3H), 2.69 (q, 2H), 2.32 (m, 4H), 1.25 (t, 3H), 1.07 (t, 6H).

後処理

  1. customThe volatile material is removed in vacuo
  2. additionIce water and ether is added to the residue
  3. customThe organic layer is separated
  4. extractionthe aqueous layer is extracted with ether
  5. extractionThe combined extract
  6. washis washed with brine
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-379cfba3c679470388baef0e9244a380
出典データセット
uspto-grants-2011_01
特許番号
US07863454B2

反応ノート

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