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Hydrochloric Acid → 5-Benzyl-4,5,6,7-tetrahydro-furo[3,2-c]pyridine

HRID 611066
ノート
印刷プレビュー

反応式

HRID 611066 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11](=O)[CH:10]([CH:15](O)[CH2:16][O:17][Si](C(C)(C)C)(C)C)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CO>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2[O:17][CH:16]=[CH:15][C:10]=2[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
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 313Hydrochloric AcidHCID 537375441-Benzyl-3-(2-tert-butyldimethylsiloxy-1-hydroxyethyl)-4-piperidinone

生成物 1

HCID 183773045-Benzyl-4,5,6,7-tetrahydro-furo[3,2-c]pyridine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

After 3.055 g (8.403 mmol) of 1-benzyl-3-(2-tert-butyldimethylsiloxy-1-hydroxyethyl)-4-piperidinone was dissolved in 100 ml of methanol, 10 ml of concentrated hydrochloric acid was added, followed by stirring at room temperature for 10 minutes. The solvent was distilled off under reduced pressure with heating. The resulting residue was dissolved in water. After this solution was alkalified with aqueous sodium hydroxide, it was extracted with dichloromethane 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=9/1 to 6/1) to yield 5-benzyl-4,5,6,7-tetrahydrofuro[3,2-c]pyridine.

後処理

  1. distillationThe solvent was distilled off under reduced pressure
  2. temperaturewith heating
  3. dissolutionThe resulting residue was dissolved in water
  4. extractionwas extracted with dichloromethane 3 times
  5. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe resulting crude product was purified by silica gel column chromatography (hexane/ethyl acetate=9/1 to 6/1)

出典と根拠

ORDレコード
ord-7408190c491b47eb8fdda0630025edf9
出典データセット
uspto-grants-1999_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05998433

反応ノート

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