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Potassium Hydroxide → 5,6-dihydro-2-[4-[3-(4-piperidinyl)propoxy]phenyl]-4H-1,3-oxazine

HRID 484492
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HRID 484492 반응식
[O:1]1[CH2:6][CH2:5][CH2:4][N:3]=[C:2]1[C:7]1[CH:27]=[CH:26][C:10]([O:11][CH2:12][CH2:13][CH2:14][CH:15]2[CH2:20][CH2:19][N:18](C(OCC)=O)[CH2:17][CH2:16]2)=[CH:9][CH:8]=1.[OH-].[K+]>CC(O)C>[NH:18]1[CH2:19][CH2:20][CH:15]([CH2:14][CH2:13][CH2:12][O:11][C:10]2[CH:26]=[CH:27][C:7]([C:2]3[O:1][CH2:6][CH2:5][CH2:4][N:3]=3)=[CH:8][CH:9]=2)[CH2:16][CH2:17]1
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 14989203ethyl 4-[3-[4-(5,6-dihydro-4H-1,3-oxazin-2-yl)phenoxy]propyl]-1-piperidinecarboxylate

생성물 1

HCID 149892045,6-dihydro-2-[4-[3-(4-piperidinyl)propoxy]phenyl]-4H-1,3-oxazine수율 100%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

A mixture of ethyl 4-[3-[4-(5,6-dihydro-4H-1,3-oxazin-2-yl)phenoxy]propyl]-1-piperidinecarboxylate, 26,3 parts of potassium hydroxide and 200 parts of 2-propanol was stirred and refluxed for 3 hours. After evaporation, water was added ant eh solvent was distilled off till all traces of 2-propanol were removed. After cooling, ice water was added to the product was extracted with dichloromethane. The organic layer was dried, filtered and evaporated, yielding 14.5 parts (100%) of 5,6-dihydro-2-[4-[3-(4-piperidinyl) propoxy]phenyl]-4H-1,3-oxazine as a residue (int. 60).

후처리

  1. temperaturerefluxed for 3 hours
  2. customAfter evaporation, water
  3. additionwas added ant eh solvent
  4. distillationwas distilled off till all traces of 2-propanol
  5. customwere removed
  6. temperatureAfter cooling
  7. additionice water was added to the product
  8. extractionwas extracted with dichloromethane
  9. customThe organic layer was dried
  10. filtrationfiltered
  11. customevaporated

출처 및 근거

ORD 기록
ord-abdcf5f7227f4524bf2811fd04bf8578
출처 데이터셋
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05231184

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