Benzylamine → HCID 178488570, 화합물

HRID 493496노트

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HRID 493496 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([CH:16]=O)=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH2:18]([NH2:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[O-]S([O-])(=O)=O.[Mg+2]>C(Cl)Cl>[CH2:18](/[N:25]=[CH:16]\[C:13]1[CH:14]=[CH:15][C:10]([C:4]2[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([Br:1])[CH:3]=2)=[CH:11][CH:12]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

참가 물질

5

반응물 3

HCID 7504BenzylamineHCID 24083Sulfuric acid magnesium salt (1:1)HCID 576816103'-Bromo-4'-methoxy-1,1'-biphenyl-4-carbaldehyde

생성물 1

HCID 178488570HCID 178488570, 화합물수율 89.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 3′-bromo-4′-methoxy-1,1′-biphenyl-4-carbaldehyde (19.4 g, 69 mmol), prepared in step 3 of Example 6, benzylamine (38 mL, 345 mmol) and 60 g of anhydrous MgSO4 in 400 mL of methylene chloride was stirred under nitrogen at room temperature for 18 h. The reaction was filtered and the filtrate concentrated under reduced pressure to give an off-white solid. The solid was triturated with hexane and dried under reduced pressure to give N-benzyl-N-[(1Z)-(3′-bromo-4′-methoxy-1,1′-biphenyl-4-yl)methylidene]amine (23.6 g, 88%) as an off-white solid, MS KESI) m/z 380 [M+H]+. Elemental analysis for C21H18BrNO: Calc'd: C, 66.33; H, 4.77; N, 3.68; Found: C, 63.22; H, 4.85; N, 4.17

후처리

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customto give an off-white solid
  4. customThe solid was triturated with hexane
  5. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-5a526a0f595d4ea1a2feffe915905b36
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534894B2

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