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

HRID 1748526노트

반응식

HRID 1748526 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 24386Thionyl Chloride용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ff907f620b5844b0afe9b494c75fce33
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09150555B2

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