Sulfuric Acid → Ethyl 3-(benzyloxy)-4-oxopiperidine-1-carboxylate

HRID 846745ノート

反応式

HRID 846745 の反応式
C[O:2][C:3]1(OC)[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH:4]1[O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.S(=O)(=O)(O)O>O>[O:2]=[C:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH:4]1[O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 3019743Ethyl 4,4-dimethoxy-3-(phenylmethoxy)piperidine-1-carboxylate

生成物 1

HCID 3019711Ethyl 3-(benzyloxy)-4-oxopiperidine-1-carboxylate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 94 parts of ethyl 4,4-dimethoxy-3-(phenylmethoxy)-1-piperidinecarboxylate and 2300 parts of a sulfuric acid solution 1% in water was stirred and refluxed for 2.50 hours. The reaction mixture was cooled and the product was extracted three times with dichloromethane. The combined extracts were washed with a small amount of water, dried, filtered and evaporated. The residue was taken up in methylbenzene and the latter was evaporated again. The residue was stirred in petroleumether. The latter was separated and the solvent was evaporated, yielding 64.9 parts of ethyl 4-oxo-3-(phenylmethoxy)-1-piperidinecarboxylate as a residue (intermediate 50).

後処理

  1. temperaturerefluxed for 2.50 hours
  2. temperatureThe reaction mixture was cooled
  3. extractionthe product was extracted three times with dichloromethane
  4. washThe combined extracts were washed with a small amount of water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customthe latter was evaporated again
  9. stirringThe residue was stirred in petroleumether
  10. customThe latter was separated
  11. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-67b7f05b843a4f73bfb1f109cce23913
出典データセット
uspto-grants-1992_08
特許番号
US05137896

反応ノート

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