Pyridine → 5-Bromo-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-3-methylpyridine

HRID 1748526ノート

反応式

HRID 1748526 の反応式
N1C=CC=CC=1.[Br:7][C:8]1[CH:9]=[C:10]([CH3:25])[C:11]([C:14]2(O)[CH2:23][CH2:22][C:17]3([O:21][CH2:20][CH2:19][O:18]3)[CH2:16][CH2:15]2)=[N:12][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl.S(Cl)(Cl)=O>[Br:7][C:8]1[CH:9]=[C:10]([CH3:25])[C:11]([C:14]2[CH2:23][CH2:22][C:17]3([O:21][CH2:20][CH2:19][O:18]3)[CH2:16][CH:15]=2)=[N:12][CH:13]=1

参加物

6

反応物 3

HCID 1049PyridineHCID 10340Sodium CarbonateHCID 866924748-(5-Bromo-3-methylpyridin-2-yl)-1,4-dioxaspiro[4,5]decan-8-ol

生成物 1

HCID 866924755-Bromo-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)-3-methylpyridine収率 49.5%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 24386Thionyl Chloride溶媒

実験手順

Pyridine (42.7 ml) was added to a solution of 8-(5-bromo-3-methylpyridin-2-yl)-1,4-dioxaspiro[4,5]decan-8-ol (28 g) in dichloromethane (300 ml), thionyl chloride (19 ml) was added dropwise under ice cooling and the reaction solution was warmed to room temperature and stirred for an hour. After completion of the reaction, the reaction solution was poured into 10% aqueous solution of sodium carbonate, stirred and the resulting precipitate was collected by filtration and dried at 60° C. under air blow to give the titled compound (13.1 g) as a pale yellow solid.

後処理

  1. additionwas added dropwise under ice cooling
  2. customAfter completion of the reaction
  3. stirringstirred
  4. filtrationthe resulting precipitate was collected by filtration
  5. customdried at 60° C. under air blow

出典と根拠

ORDレコード
ord-ff907f620b5844b0afe9b494c75fce33
出典データセット
uspto-grants-2015_10
特許番号
US09150555B2

反応ノート

読み込み中…