Penta-1,3-diene → 2-(Bromomethyl)-6-phenylpyridine

HRID 27253노트

반응식

HRID 27253 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:3]=1.C=CC=CC.[Br:19]N1C(=O)CCC1=O>>[Br:19][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:3]=1

참가 물질

4

반응물 3

HCID 15301Penta-1,3-dieneHCID 67184N-bromobutanimideHCID 27628852-Methyl-6-phenylpyridine

생성물 1

HCID 152294502-(Bromomethyl)-6-phenylpyridine

실험 절차

2-Methyl-6-phenylpyridine, obtainable from 1,3-pentadiene and benzonitirle via the procedure of Janz and McColloch [J. Am. Chem. Soc., 77 (1955), 3413] is treated with N-bromosuccinimide to give 2-bromomethyl-6-phenylpyridine. The bromomethyl compound is treated with 1-methyl-2-cyanopyrrolidine, and the resulting salt is rearranged using sodium amide in liquid ammonia and decyanated with sodium borohydride in ethanol according to the procedures described in Example 1. The product can be purified by distillation.

출처 및 근거

ORD 기록
ord-b5b01ff0f8be46b89631ad692b7cb01f
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220781

반응 노트

불러오는 중…