Hydroxyamine hydrochloride → N-hydroxy-1-[3-(methoxymethyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine

HRID 452570ノート

反応式

HRID 452570 の反応式
[CH3:1][O:2][CH2:3][C:4]1[CH:5]=[C:6]([C:10]([C:12]2[N:16]([CH3:17])[N:15]=[N:14][N:13]=2)=O)[CH:7]=[CH:8][CH:9]=1.Cl.[NH2:19][OH:20]>N1C=CC=CC=1>[OH:20][N:19]=[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH2:3][O:2][CH3:1])[CH:5]=1)[C:12]1[N:16]([CH3:17])[N:15]=[N:14][N:13]=1

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 67075295[3-(methoxymethyl)phenyl](1-methyl-1H-tetrazol-5-yl)methanone

生成物 1

HCID 136337384N-hydroxy-1-[3-(methoxymethyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine収率 99.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
70 °C

実験手順

To a stirred solution of [3-(methoxymethyl)phenyl](1-methyl-1H-tetrazol-5-yl)methanone (7.17 g, 31 mmol) in dry pyridine (50 mL) was added hydroxylamine hydrochloride (5.36 g, 77 mmol). The reaction mixture was stirred at 70° C. for 4 h, then concentrated in vacuo and diluted with ethyl acetate (200 mL) and water (100 mL). The organic layer was separated, washed with water (100 mL) and dried (MgSO4). Evaporation of the solvent in vacuo afforded N-hydroxy-1-[3-(methoxymethyl)phenyl]-1-(1-methyl-1H-tetrazol-5-yl)methanimine as a yellow oil [8.43 g, yield 99.5%; HPLC/MS:m/z=248 (M+H); log P(HCOOH)=1.54].

後処理

  1. concentrationconcentrated in vacuo
  2. additiondiluted with ethyl acetate (200 mL) and water (100 mL)
  3. customThe organic layer was separated
  4. washwashed with water (100 mL)
  5. dry with materialdried (MgSO4)
  6. customEvaporation of the solvent in vacuo

出典と根拠

ORDレコード
ord-07d4aa6ec66b4381acd39db0f638caf0
出典データセット
uspto-grants-2013_07
特許番号
US08492388B2

反応ノート

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