Hydroxyamine hydrochloride → 4-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde oxime

HRID 388365ノート

反応式

HRID 388365 の反応式
C([O-])(=O)C.[Na+].Cl.[NH2:7][OH:8].[N:9]1([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([CH:24]=O)=[CH:16][CH:15]=2)[CH:13]=[N:12][CH:11]=[N:10]1>C1COCC1.O.CS(C)=O>[N:9]1([C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([CH:24]=[N:7][OH:8])=[CH:16][CH:15]=2)[CH:13]=[N:12][CH:11]=[N:10]1

参加物

7

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 866581554-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde

生成物 1

HCID 866581564-[1,2,4]Triazol-1-yl-naphthalene-1-carbaldehyde oxime

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Sodium acetate (262 mg) is added to a solution of hydroxylamine hydrochloride (193 mg) and 4-[1,2,4]triazol-1-yl-naphthalene-1-carbaldehyde (455 mg) in THF (16 ml), water (2 ml) and DMSO (2 ml). After 5 hours at room temperature, the reaction is quenched with water and ethyl acetate. The organic phase is separated and the water phase is extracted with ethyl acetate. The combined organic phases are extracted with water and with a saturated aqueous solution of NaCl, dried over Na2SO4 and concentrated in vacuo to yield 4-[1,2,4]triazol-1-yl-naphthalene-1-carbaldehyde oxime. The crude product obtained (390 mg, beige crystals) is used without further purification. MS (HPLC/MS): 239 (MH+). Retention time 2.76 min.

後処理

  1. customthe reaction is quenched with water and ethyl acetate
  2. customThe organic phase is separated
  3. extractionthe water phase is extracted with ethyl acetate
  4. extractionThe combined organic phases are extracted with water and with a saturated aqueous solution of NaCl
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-42201bdb632445db95456e9864989b36
出典データセット
uspto-grants-2013_02
特許番号
US08377942B2

反応ノート

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