3,4-dihydro-2H-pyran → HCID 22276215, 화합물

HRID 1063936

반응식

HRID 1063936 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][OH:7])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.[O:13]1[CH:18]=[CH:17][CH2:16][CH2:15][CH2:14]1.[NH+]1C=CC=CC=1>ClCCl.C1(C)C(S([O-])(=O)=O)=CC=CC=1>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][O:7][CH:14]2[CH2:15][CH2:16][CH2:17][CH2:18][O:13]2)=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1

참가 물질

6

반응물 3

HCID 80803,4-dihydro-2H-pyranHCID 899564-Chloro-2-nitrobenzyl alcoholHCID 4989215Pyridinium

생성물 1

HCID 22276215HCID 22276215, 화합물수율 62.3%

시약·촉매·용매 2

HCID 3424274Toluenesulfonate촉매HCID 6344Dichloromethane용매

실험 절차

A magnetically stirred solution of 4-chloro-2-nitrobenzyl alcohol (25.0 g, 133 mmol) and 3,4-dihydro-2H-pyran (118.2 mL, 16.8 g, 200 mol) in anhydrous dichloromethane (250 mL) was treated at 25° C. with pyridinium (toluenesulfonate (PPTS, 50 mg). The solution was stirred for 12 h, washed with 1 N NaOH (250 mL), brine (250 mL), dried (K2CO3), filtered, and concentrated in vacuo. Silica gel chromatography (4:1 hexane:ethyl acetate) of the concentrate gave 22.5 g (62%) of the title compound as an oil.

후처리

  1. washwashed with 1 N NaOH (250 mL), brine (250 mL)
  2. dry with materialdried (K2CO3)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-476e4a958f394232a507765528dae39f
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06967196B1

연결된 노트

불러오는 중…