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

HRID 2251491ノート

反応式

HRID 2251491 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-d10c4b1eb70040fabc515319272178ec
出典データセット
uspto-grants-2008_01
特許番号
US07319104B2

反応ノート

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