Hydrochloric Acid → 2-Chloropyridine-3-carboxaldehyde oxime

HRID 1823263ノート

反応式

HRID 1823263 の反応式
[Cl:1][C:2]1[C:7]([CH:8]=O)=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.[NH2:11][OH:12].[OH-].[Na+].Cl>C(O)C.O>[Cl:1][C:2]1[C:7]([CH:8]=[N:11][OH:12])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 7376072-Chloro-3-pyridinecarboxaldehyde

生成物 1

HCID 27634542-Chloropyridine-3-carboxaldehyde oxime収率 91.1%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

Combine 2-chloropyridine-3-carboxaldehyde (2.75 g, 0.0195 mol) with hydroxylamine hydrochloride (1.38 g, 0.021 mol) and ice (40 g) in an ethanol/water (15 mL/15 mL) mixture. Add aqueous sodium hydroxide (1.95 g, 0.049 mol, in 5 mL of water) dropwise and stir for 2.5 h near ambient temperature. Adjust the mixture to approx. pH 7.0 with aqueous hydrochloric acid, allowing for product precipitation. Extract with diethyl ether and wash with water and dry over sodium sulfate. Concentrate to obtain the desired crude oxime (2.78 g, 91%) as a white solid. MS(EI): (M)+ 156.3, 158.3 m/z.

後処理

  1. customallowing for product precipitation
  2. extractionExtract with diethyl ether
  3. washwash with water
  4. dry with materialdry over sodium sulfate
  5. concentrationConcentrate

出典と根拠

ORDレコード
ord-b6d96089485d48ce907631b45467d6ff
出典データセット
uspto-grants-2006_05
特許番号
US07037921B2

反応ノート

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