Triethylamine → 2-Bromo-3,4-dimethoxybenzonitrile

HRID 1582382

반응식

HRID 1582382 반응식
Cl.NO.C([N:6]([CH2:9][CH3:10])CC)C.[Br:11][C:12]1[C:19]([O:20][CH3:21])=[C:18]([O:22][CH3:23])[CH:17]=[CH:16]C=1C=O.CS(Cl)(=O)=O>C(#N)C>[Br:11][C:12]1[C:19]([O:20][CH3:21])=[C:18]([O:22][CH3:23])[CH:17]=[CH:16][C:10]=1[C:9]#[N:6]

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 31297Methanesulfonyl chlorideHCID 443297Hydroxyamine hydrochlorideHCID 6185382-Bromo-3,4-dimethoxybenzaldehyde

생성물 1

HCID 227212152-Bromo-3,4-dimethoxybenzonitrile수율 93%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

A mixture of hydroxylamine hydrochloride (1.42 g, 20. 4 mmol) and triethylamine (5.7 ml, 40.8 mmol) in acetonitrile (10 ml) was stirred at room temperature for 15 minutes before a solution of 2-bromo-3,4-dimethoxybenzaldehyde (5.0 g, 20.4 mmol) in acetonitrile (40 ml) was added over 40 minutes. The resulting mixture was stirred overnight before a fifth of the resulting solution was charged with methanesulfonyl chloride (0.74 ml, 10 mmol total) and triethylamine (0.6 ml, 4.3 mmol total) portionwise over 6 hours. The mixture was stirred overnight, quenched with water, extracted with ethyl acetate, dried over MgSO4 and concentrated in-vacuo to give 0.90 g of the subtitle product (93%).

후처리

  1. additionwas added over 40 minutes
  2. stirringThe mixture was stirred overnight
  3. customquenched with water
  4. extractionextracted with ethyl acetate
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in-vacuo

출처 및 근거

ORD 기록
ord-66f67991ab1245b8a7aca6ef96431ff1
출처 데이터셋
uspto-grants-2004_05
특허 번호
US06734303B2

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