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Hydrochloric Acid → HCID 20186762, 화합물

HRID 1594369
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HRID 1594369 반응식
[C:1]1([CH:7]([O:10][CH2:11][CH2:12][O:13][Si](C)(C)C)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl>>[NH2:9][CH2:8][CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[O:10][CH2:11][CH2:12][OH:13]
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참가 물질

3

반응물 2

HCID 313Hydrochloric AcidHCID 13099198α-[2-[(Trimethylsilyl)oxy]ethoxy]benzeneacetonitrile

생성물 1

HCID 20186762HCID 20186762, 화합물

실험 절차

To a 100 ml three-necked flask, 1.0 g (4.01 mmol) of Compound 2 was added and the atmosphere was changed to nitrogen after degassing. The flask was-dipped in an ice bath and 30 ml of 1M BH3 solution in THF was slowly added. The resulting mixture was stirred for 30 minutes while cooling the mixture in ice and then at room temperature for 4 hours. After completion of the reaction, the reaction vessel was dipped in an ice bath and aqueous 1N HCl solution was added, thereby making the mixture acidic. After evaporating the solvent under reduced pressure, 20 ml of water was added and aqueous NaOH solution was added to adjust the pH to 10. The mixture was extracted with ethyl acetate and the organic phase was washed with water, followed by drying over anhydrous sodium sulfate to obtain a colorless oily compound (650 mg, Yield: 89.5,%).

후처리

  1. customafter degassing
  • customThe flask was-dipped in an ice bath
  • addition30 ml of 1M BH3 solution in THF was slowly added
  • temperaturewhile cooling the mixture in ice
  • waitat room temperature for 4 hours
  • customAfter completion of the reaction
  • customthe reaction vessel was dipped in an ice bath
  • customAfter evaporating the solvent under reduced pressure, 20 ml of water
  • additionwas added
  • additionaqueous NaOH solution was added
  • extractionThe mixture was extracted with ethyl acetate
  • washthe organic phase was washed with water
  • dry with materialby drying over anhydrous sodium sulfate
  • customto obtain a colorless oily compound (650 mg, Yield: 89.5,%)
  • 출처 및 근거

    ORD 기록
    ord-840b6cbb6a334f1580f98c737ba4877f
    출처 데이터셋
    uspto-grants-2007_11
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US07301018B2

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