Acetic Acid → 1-(2-Bromo-4-fluorophenyl)-N,N-dimethylmethanamine

HRID 558141노트

반응식

HRID 558141 반응식
[Br:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[CH3:11][NH:12][CH3:13].C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH2:4][N:12]([CH3:13])[CH3:11]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 27733192-Bromo-4-fluorobenzaldehydeHCID 5049666Sodium triacetoxyborohydride

생성물 1

HCID 607115251-(2-Bromo-4-fluorophenyl)-N,N-dimethylmethanamine수율 79.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Combine 2-bromo-4-fluorobenzaldehyde (5 g, 24.63 mmol), dimethylamine (2 M, 49.26 mL, 98.52 mmol) and acetic acid (8.47 mL, 147.78 mmol) in DCM (50 mL), and stir for 30 min. To this mixture, add sodium triacetoxyborohydride (49.26 mmol, 10.44 g) and stir overnight at RT. Wash with saturated NaHCO3 solution (100 mL), dry with aqueous saturated sodium chloride, and then dry over sodium sulfate. Filter the organics and remove the solvent under reduced pressure to give the title compound as a brownish oil (4.56 g). GCMS m/z 232 [M]+.

후처리

  1. washWash with saturated NaHCO3 solution (100 mL)
  2. dry with materialdry with aqueous saturated sodium chloride
  3. dry with materialdry over sodium sulfate
  4. filtrationFilter the organics and
  5. customremove the solvent under reduced pressure

출처 및 근거

ORD 기록
ord-245b2e46db364502b518c65bc3e6d9c8
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063035B2

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