Dimethylformamide → HCID 22930050, 화합물

HRID 1296018노트

반응식

HRID 1296018 반응식
[Li]CCCC.[C:6]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[O:16][CH2:17][O:18][CH3:19])([CH3:9])([CH3:8])[CH3:7].CN(C)CCN(C)C.CN(C)[CH:30]=[O:31]>CCOCC.C(OCC)(=O)C.CCCCCC>[C:6]([C:10]1[C:11]([O:16][CH2:17][O:18][CH3:19])=[C:12]([CH:13]=[CH:14][CH:15]=1)[CH:30]=[O:31])([CH3:9])([CH3:7])[CH3:8]

참가 물질

8

반응물 4

HCID 6228DimethylformamideHCID 8037N,N,N',N'-TetramethylethylenediamineHCID 107742011-Tert-butyl-2-(methoxymethoxy)benzeneHCID 178418339Butyllithium

생성물 1

HCID 22930050HCID 22930050, 화합물수율 120.1%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

실험 절차

A 2.6 M hexane solution of n-BuLi was gradually added to a solution of the 1-(tert-butyl)-2-(methoxymethoxy)benzene (1013 g, 4.67 mol) and tetramethylethylenediamine (754 g, 6.5 ml) in dry ether while cooling on ice, and the mixture was stirred at room temperature for 3 hours. After recooling to 0° C., dimethylformamide (1000 ml, 14 mol) was gradually added and the mixture was stirred at room temperature for 1 hour. The reaction mixture was gradually added to ice water, extraction was performed with ethyl acetate, and the organic layer was washed with water and brine and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure to yield a crude product of the title compound (1247 g) as a red oil.

후처리

  1. temperaturewhile cooling on ice
  2. customAfter recooling to 0° C.
  3. stirringthe mixture was stirred at room temperature for 1 hour
  4. washthe organic layer was washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationThe organic layer was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-030e6dae5897486bbb31999f2fa8d9c5
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07244730B2

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