Dimethylformamide → HCID 19701592、化合物

HRID 862070

反応式

HRID 862070 の反応式
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]#[C:12][Si:13]([CH3:16])([CH3:15])[CH3:14])=[CH:7][CH:6]=1.CCCCC.C([Li])(C)(C)C.CN([CH:30]=[O:31])C.C(OCC)(=O)C>C(OCC)C.O>[CH3:15][Si:13]([CH3:14])([CH3:16])[C:12]#[C:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][O:2][CH3:1])=[C:6]([CH:7]=1)[CH:30]=[O:31]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 10657368HCID 10657368、化合物HCID 178446069HCID 178446069、化合物

生成物 1

HCID 19701592HCID 19701592、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

A solution of 4-(2-trimethylsilylethynyl)phenol methoxymethyl ether (6.08 g) in diethyl ether (450 ml) was cooled to -78° C., to which was added dropwise, under argon atmosphere, a 1.7M t-butyl lithium pentane solution (18 ml), and the mixture was stirred for one hour at the same temperature. To the reaction mixture was then added dropwise DMF(5 ml), followed by warming up to room temperature and stirring overnight. To the reaction mixture were added ethyl acetate and water, which was subjected to extraction. The organic layer was washed (a saturated aqueous saline solution) and dried (anhydrous magnesium sulfate), followed by distilling off the solvent under reduced pressure. The residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane) to give 5-(2-trimethylsilylethynyl)-2-methoxymethoxybenzaldehyde (5.29 g) (Compound B-27). The physical properties are shown in Table 8.

後処理

  1. additionwas added dropwise, under argon atmosphere
  2. extractionwas subjected to extraction
  3. washThe organic layer was washed (a saturated aqueous saline solution) and
  4. dry with materialdried (anhydrous magnesium sulfate)
  5. distillationby distilling off the solvent under reduced pressure
  6. customThe residue was purified by means of a silica gel column chromatography (eluted with ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-01eb2cf2a43c4d479d27f41b864bad98
出典データセット
uspto-grants-1998_02
特許番号
US05716971

関連ノート

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