Carbon Dioxide → HCID 13688952, 화합물

HRID 745996

반응식

HRID 745996 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

HCID 13688952HCID 13688952, 화합물

시약·촉매·용매 3

HCID 180Acetone용매HCID 962Water용매HCID 80711,2-Dimethoxyethane용매2회

반응 조건

온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ee075dee3a04ef3a837192c90db801b
출처 데이터셋
uspto-grants-1986_07
특허 번호
US04602030

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