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Pivaloyl chloride → HCID 23335544, 화합물

HRID 261803
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HRID 261803 반응식
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([CH2:14][OH:15])[NH:9]2.[C:17](Cl)(=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19]>N1C=CC=CC=1>[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:6]=1[CH:7]=[C:8]([CH2:14][O:15][C:17](=[O:22])[C:18]([CH3:21])([CH3:20])[CH3:19])[NH:9]2
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참가 물질

4

반응물 2

HCID 62493Pivaloyl chlorideHCID 14044141{4-[(Oxiran-2-yl)methoxy]-1H-indol-2-yl}methanol

생성물 1

HCID 23335544HCID 23335544, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

11.5 g. 4-(2,3-epoxypropoxy)-2-hydroxymethyl-indole (see U.S. Pat. No. 3,705,907) were dissolved in 100 ml. pyridine. To this solution were added dropwise, while cooling to 0°-5° C., 6.5 g. (6.7 ml.) pivaloyl chloride. After an hour, the reaction mixture was poured on to ice and extracted with diethyl ether. The ethereal solution was successively washed with dilute sulfuric acid, aqueous sodium bicarbonate solution and water. After drying and treating with active charcoal, the solution was filtered and evaporated. The residue (13 g.; 82% of theory) crystallized upon triturating with diethyl ether/ligroin to give 4-(2,3-epoxypropoxy)-2-pivaloyloxymethyl-indole; m.p. 129°-131° C.

후처리

  1. dissolution3,705,907) were dissolved in 100 ml
  2. additionTo this solution were added dropwise
  3. temperaturewhile cooling to 0°-5° C.
  4. waitAfter an hour
  5. additionthe reaction mixture was poured on to ice
  6. extractionextracted with diethyl ether
  7. washThe ethereal solution was successively washed with dilute sulfuric acid, aqueous sodium bicarbonate solution and water
  8. customAfter drying
  9. additiontreating with active charcoal
  10. filtrationthe solution was filtered
  11. customevaporated
  12. customThe residue (13 g.; 82% of theory) crystallized
  13. customupon triturating with diethyl ether/ligroin

출처 및 근거

ORD 기록
ord-6292074dad134276a0a9e8699974bfe1
출처 데이터셋
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04152446

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