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Pivaloyl chloride → HCID 23335544、化合物

HRID 616959
ノート
印刷プレビュー

反応式

HRID 616959 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 23335544HCID 23335544、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-99aa38af99de4cc4826ff4c7279bc690
出典データセット
uspto-grants-1978_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04076829

反応ノート

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