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Imidazole → HCID 14802197、化合物

HRID 2308885
ノート
印刷プレビュー

反応式

HRID 2308885 の反応式
[OH:1][C:2]1[C:3]([CH3:13])=[C:4]([CH3:12])[C:5]2[O:9][CH2:8][S:7][C:6]=2[C:10]=1[CH3:11].N1C=CN=C1.[Si:19](Cl)([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]>CN(C)C=O>[Si:19]([O:1][C:2]1[C:3]([CH3:13])=[C:4]([CH3:12])[C:5]2[O:9][CH2:8][S:7][C:6]=2[C:10]=1[CH3:11])([C:22]([CH3:25])([CH3:24])[CH3:23])([CH3:21])[CH3:20]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 13592053HCID 13592053、化合物

生成物 1

HCID 14802197HCID 14802197、化合物収率 94.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

0.84 g of 5-hydroxy-4,6,7-trimethyl-1,3-benzoxathiole (prepared as described in Example 64) was dissolved in 5 ml of dimethylformamide, and then 0.58 g of imidazole and 1.29 g of t-butyldimethylsilyl chloride were added to the resulting solution. The mixture was then stirred for 7 hours at 50° C., after which it was allowed to stand overnight at room temperature. The solvent was then distilled off under reduced pressure, and the residue was extracted with benzene. The extract was washed with a saturated aqueous solution of sodium bicarbonate and with water, and then dried over anhydrous sodium sulfate. The solvent was then distilled off. The resulting residue was subjected to column chromatography through 40 g of silica gel eluted with hexane and with mixtures of hexane and benzene ranging from 10:1 to 2:1 by volume, to yield 1.26 g of the title compound as a colorless oily substance.

後処理

  1. waitto stand overnight at room temperature
  2. distillationThe solvent was then distilled off under reduced pressure
  3. extractionthe residue was extracted with benzene
  4. washThe extract was washed with a saturated aqueous solution of sodium bicarbonate and with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was then distilled off
  7. washeluted with hexane and with mixtures of hexane and benzene ranging from 10:1 to 2:1 by volume

出典と根拠

ORDレコード
ord-18bb4f8f168043fd93c2d453170aa55e
出典データセット
uspto-grants-1987_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04691027

反応ノート

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