Carbon Dioxide → HCID 13688952、化合物

HRID 745996

反応式

HRID 745996 の反応式
[H-].[Na+].C(=O)=O.[N:6]1([CH2:11][CH:12]([OH:25])[CH2:13][S:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:17][CH:16]=2)[CH:10]=[CH:9][N:8]=[CH:7]1.[Cl:26][C:27]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:28]=1[CH2:29]Cl>C(COC)OC.O.CC(C)=O>[Cl:26][C:27]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:28]=1[CH2:29][O:25][CH:12]([CH2:13][S:14][C:15]1[CH:20]=[CH:19][C:18]([C:21]([CH3:22])([CH3:24])[CH3:23])=[CH:17][CH:16]=1)[CH2:11][N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1

参加物

8

反応物 4

HCID 280Carbon DioxideHCID 72122,4-Dichlorobenzyl chlorideHCID 24758Sodium hydrideHCID 136889511-(1-Imidazolyl)-3-(4-tert-butylphenylthio)-propan-2-ol

生成物 1

HCID 13688952HCID 13688952、化合物

試薬・触媒・溶媒 3

HCID 180Acetone溶媒HCID 962Water溶媒HCID 80711,2-Dimethoxyethane溶媒2 回

反応条件

温度
-20 °C

実験手順

A dry 250-ml round bottom flask equipped with stir bar, addition funnel and N2 inlet was charged with dry dimethoxyethane (25 ml) and sodium hydride [60% (0.79 g, 0.0265 moles)]. The resulting slurry was cooled to -35° C. (with an external dry ice and acetone bath); then 1-(1-imidazolyl)-3-(4-tert-butylphenylthio)-propan-2-ol, 5.0 g (0.0172 moles), in 10 ml dry dimethoxyethane was added dropwise. After the addition was complete, the reaction mixture was allowed to warm to about -20° to -10° C. and was stirred at that temperature until no more H2 evolution was apparent. The reaction mixture was then cooled to -20° C. and 3.7 g (0.0189 mole) 2,4-dichlorobenzyl chloride were added very slowly. After the addition was complete, the reaction mixture was allowed to come to room temperature and was allowed to stir overnight. The reaction mixture was poured into water and ice and then extracted with ethyl acetate (twice). The ethyl acetate extracts were combined and washed with water until neutral. The ethyl acetate phase was dried, filtered, and then concentrated to give an oil which was chromatographed to give 2.0 g of the above-identified product.

後処理

  1. customA dry 250-ml round bottom flask equipped
  2. additionbar, addition funnel and N2 inlet
  3. additionAfter the addition
  4. temperatureto warm to about -20° to -10° C.
  5. stirringwas stirred at that temperature until no more H2 evolution
  6. additionAfter the addition
  7. customto come to room temperature
  8. stirringto stir overnight
  9. extractionextracted with ethyl acetate (twice)
  10. washwashed with water until neutral
  11. dry with materialThe ethyl acetate phase was dried
  12. filtrationfiltered
  13. concentrationconcentrated
  14. customto give an oil which
  15. customwas chromatographed

出典と根拠

ORDレコード
ord-7ee075dee3a04ef3a837192c90db801b
出典データセット
uspto-grants-1986_07
特許番号
US04602030

関連ノート

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