Acetic Anhydride → 2-Chloro-3-(2-nitroethenyl)pyridine

HRID 84959

反応式

HRID 84959 の反応式
Cl[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[ClH:10].[CH2:11]([NH2:13])C.[OH-:14].[Na+].C(N(CC)CC)C.C(OC(=O)C)(=[O:25])C.C([O-])(O)=O.[Na+]>[N+](C)([O-])=O.C(O)C.CN(C)C1C=CN=CC=1>[Cl:10][C:2]1[C:3](/[CH:4]=[CH:11]/[N+:13]([O-:25])=[O:14])=[CH:6][CH:7]=[CH:8][N:9]=1

参加物

10

反応物 6

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 11198Ethylamine hydrochlorideHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 7376072-Chloro-3-pyridinecarboxaldehyde

生成物 1

HCID 866478022-Chloro-3-(2-nitroethenyl)pyridine

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 702Ethanol溶媒HCID 6375Nitromethane溶媒

実験手順

To 2-chloronicotinaldehyde (2.8 g, 19.8 mmol) in nitromethane (6.1 g) was added ethylamine hydrochloride (100 mg, 1.2 mmol) and NaOH (25 mg) in ethanol (1.5 mL). The mixture was stirred for 1 hour and concentrated. The crude was dissolved in CH2Cl2 (30 mL) and treated with triethylamine (2.8 g, 28 mmol), 4-(dimethylamino)pyridine (20 mg) and acetic anhydride (2.0 g, 20 mmol) at 0° C. The mixture was stirred for 15 minutes and concentrated saturated NaHCO3(aq) was added, and the precipitates were collected to afford the title compound.

後処理

  1. concentrationconcentrated
  2. dissolutionThe crude was dissolved in CH2Cl2 (30 mL)
  3. stirringThe mixture was stirred for 15 minutes
  4. customthe precipitates were collected

出典と根拠

ORDレコード
ord-0d7f2a7594ea4a23a28dd954e555d644
出典データセット
uspto-grants-2014_09
特許番号
US08846951B2

関連ノート

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