Triethylamine → 2-Bromo-3,4-dimethoxybenzonitrile

HRID 1582382

反応式

HRID 1582382 の反応式
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]

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 31297Methanesulfonyl chlorideHCID 443297Hydroxyamine hydrochlorideHCID 6185382-Bromo-3,4-dimethoxybenzaldehyde

生成物 1

HCID 227212152-Bromo-3,4-dimethoxybenzonitrile収率 93%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-66f67991ab1245b8a7aca6ef96431ff1
出典データセット
uspto-grants-2004_05
特許番号
US06734303B2

関連ノート

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