Acetic Anhydride → 5-Bromo-2-methoxybenzonitrile

HRID 22469

반응식

HRID 22469 반응식
[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]

참가 물질

7

반응물 5

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

생성물 1

HCID 44185605-Bromo-2-methoxybenzonitrile

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-08c104c8edfe495985533ecb2240fa53
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428164

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