Hydrochloric Acid → 1-Methoxy-2-methyl-4-(2-nitroethenyl)benzene

HRID 2251491노트

반응식

HRID 2251491 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=O.[N+:12]([CH3:15])([O-:14])=[O:13].[OH-].[Na+].Cl>CO.O>[CH3:1][C:2]1[CH:3]=[C:4](/[CH:5]=[CH:15]/[N+:12]([O-:14])=[O:13])[CH:7]=[CH:8][C:9]=1[O:10][CH3:11]

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 6375NitromethaneHCID 14798Sodium HydroxideHCID 1229363-Methyl-4-anisaldehyde

생성물 1

HCID 9584691-Methoxy-2-methyl-4-(2-nitroethenyl)benzene수율 49%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A solution of 3-methyl-p-anisaldehyde (23.13 g, 154 mmol) and nitromethane (9.40 g, 154 mmol) in MeOH (260 ml) was cooled in an ice bath and treated dropwise with NaOH (162 ml of 1N solution; 162 mmol). The reaction mixture was stirred at rt for 1 hr. Water (50 ml) was then added and the mixture poured into 1N HCl (300 ml). The precipitate was collected and purified by flash chromatography on silica gel eluting with dichloromethane to provide methyl 2-methyl-4-[(E)-2-nitroethenyl]phenyl ether as a yellow solid (14.61 g; 49% yield).

후처리

  1. customThe precipitate was collected
  2. custompurified by flash chromatography on silica gel eluting with dichloromethane

출처 및 근거

ORD 기록
ord-d10c4b1eb70040fabc515319272178ec
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319104B2

반응 노트

불러오는 중…