Acetic Anhydride → 5-Bromo-2-methoxybenzonitrile

HRID 22469

反応式

HRID 22469 の反応式
[Br:1][C:2]1[CH:9]=[C:6]([CH:7]=O)[C:5]([O:10][CH3:11])=[CH:4][CH:3]=1.Cl.[NH2:13]O.C([O-])(=O)C.[Na+].C(OC(=O)C)(=O)C.[OH-].[Na+]>C(O)(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)[C:7]#[N:13]

参加物

7

反応物 5

HCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 906845-Bromo-2-methoxybenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

生成物 1

HCID 44185605-Bromo-2-methoxybenzonitrile

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
100 °C

実験手順

A mixture of 5-Bromo-o-anisaldehyde (6.45 g), hydroxylamine hydrochloride (2.2 g), sodium acetate (4.1 g) and acetic acid (20 mL) was heated at 100° C. with stirring for 1 h. Acetic anhydride was added (20 mL) and the mixture was refluxed for 8 h. The reaction mixture was poured onto ice water and the mixture was made basic by the careful addition of 50% sodium hydroxide. The product was extracted with ether, the ether extracts were dried over magnesium sulfate and the sovent was removed in vacuo. The residue was crystallized from ether/hexane to afford 5-Bromo-2-methoxybenzonitrile.

後処理

  1. temperaturethe mixture was refluxed for 8 h
  2. additionThe reaction mixture was poured onto ice water
  3. extractionThe product was extracted with ether
  4. dry with materialthe ether extracts were dried over magnesium sulfate
  5. customthe sovent was removed in vacuo
  6. customThe residue was crystallized from ether/hexane

出典と根拠

ORDレコード
ord-08c104c8edfe495985533ecb2240fa53
出典データセット
uspto-grants-1995_06
特許番号
US05428164

関連ノート

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