Acetic Acid → HCID 58006241, 화합물

HRID 215929노트

반응식

HRID 215929 반응식
[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1N.C=O.[BH3-][C:13]#[N:14].[Na+].[C:16](O)(=O)C>C(#N)C>[Br:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[N:14]([CH3:13])[CH3:16]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 712FormaldehydeHCID 27562502-Bromo-6-methylanilineHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 58006241HCID 58006241, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a solution of 2-bromo-6-methylaniline (0.5 g, 2.69 mmol) in acetonitrile (30.0 mL) at ambient temperature was added a 37% aqueous solution of formaldehyde (4.0 mL, 53.6 mmol), followed by NaBH3CN (1.40 g, 22.1 mmol). The pH of the reaction was adjusted to pH 5-6 with glacial acetic acid, and the reaction was stirred for 4 h, then the solvent was removed. The residue was dissolved in EtOAc, and basified with NaOH 2N, dried over MgSO4, and filtered. The solvent was removed, and the residue was purified by silica gel flash chromatography with EtOAc (15%) and hexanes (85%) as eluent to produce Compound 150 as a clear oil.

후처리

  1. customthe solvent was removed
  2. dissolutionThe residue was dissolved in EtOAc
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customThe solvent was removed
  6. customthe residue was purified by silica gel flash chromatography with EtOAc (15%) and hexanes (85%) as eluent

출처 및 근거

ORD 기록
ord-0cc869149c394467b08ec36a54eb2dd9
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08193203B2

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