Acetic Acid → HCID 67212465、化合物

HRID 554590ノート

反応式

HRID 554590 の反応式
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[CH:10]=O.[CH2:12]([NH2:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C([BH3-])#N.[Na+].C(O)(=O)C>CO>[CH2:12]([NH:19][CH2:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[Br:1])[C:6]#[N:7])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 7504BenzylamineHCID 5003444Sodium cyanoborohydrideHCID 225749024-Bromo-3-formylbenzonitrile

生成物 1

HCID 67212465HCID 67212465、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To 4-bromo-3-formyl-benzonitrile (2.42 g, 11.5 mmol) in MeOH (450 mL) was added benzylamine (1.88 mL, 17.3 mmol) and sodium cyanoborohydride (1.09 g, 17.3 mmol). Acetic acid (0.99 mL, 17.3 mmol) was added dropwise, and the reaction was stirred at room temperature overnight. The mixture was quenched with H2O and extracted with EtOAc. The combined organic layers were dried, concentrated, and purified by silica gel chromatography (0-30% EtOAc in hexanes) to give 3-(benzylamino-methyl)-4-bromo-benzonitrile.

後処理

  1. customThe mixture was quenched with H2O
  2. extractionextracted with EtOAc
  3. customThe combined organic layers were dried
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (0-30% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-f3b1f7eb08694b4fa6ae88192e7e622e
出典データセット
uspto-grants-2011_11
特許番号
US08049015B2

反応ノート

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