Acetic Acid → HCID 67212465, 화합물

HRID 554590노트

반응식

HRID 554590 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 67212465HCID 67212465, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f3b1f7eb08694b4fa6ae88192e7e622e
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08049015B2

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