Dimethylformamide → HCID 22930050、化合物

HRID 1296018ノート

反応式

HRID 1296018 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

HCID 22930050HCID 22930050、化合物収率 120.1%

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 8058Hexane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-030e6dae5897486bbb31999f2fa8d9c5
出典データセット
uspto-grants-2007_07
特許番号
US07244730B2

反応ノート

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