Sodium Hydroxide → 5-Bromo-2-methoxybenzonitrile

HRID 264753

반응식

HRID 264753 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.[Na+].[OH-].[Na+]>C(O)=O>[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

6

반응물 4

HCID 14798Sodium HydroxideHCID 906845-Bromo-2-methoxybenzaldehydeHCID 443297Hydroxyamine hydrochlorideHCID 2723810Sodium Formate

생성물 1

HCID 44185605-Bromo-2-methoxybenzonitrile

시약·촉매·용매 1

HCID 284Formic Acid용매

반응 조건

온도
100 °C

실험 절차

A mixture of 6.45 g 5-bromo-o-anisaldehyde, 2.2 g of hydroxylamine hydrochloride, 4.1 g of sodium formate and 20 mL formic acid were heated at 100° C. with stirring for 1 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 solvent was removed in vacuo. The residue was crystallized from ether/hexane to afford 5-bromo-2-methoxybenzonitrile.

후처리

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

출처 및 근거

ORD 기록
ord-c518a896f52f4dd3a56617238dbfa418
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05646281

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