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Ammonia → 2,5-Dimethyl-3-(4-hydroxyphenyl)piperidine

HRID 1534806
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HRID 1534806 반응식
[CH3:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14]C)=[CH:10][CH:9]=2)[CH2:6][CH:5]([CH3:16])[CH2:4][NH:3]1.Br.N>C(O)(=O)C>[CH3:1][CH:2]1[CH:7]([C:8]2[CH:9]=[CH:10][C:11]([OH:14])=[CH:12][CH:13]=2)[CH2:6][CH:5]([CH3:16])[CH2:4][NH:3]1
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참가 물질

5

반응물 3

HCID 222AmmoniaHCID 260Hydrogen Bromide2회HCID 19908330HCID 19908330, 화합물

생성물 1

HCID 199083312,5-Dimethyl-3-(4-hydroxyphenyl)piperidine

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

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온도
95 °C

실험 절차

A solution of 2.2 g (10 mmol) of 2,5-dimethyl-3-(4-methoxyphenyl)piperidine in 15 ml of a 45% solution of hydrogen bromide in acetic acid was heated at 95° C. for 1 hour. After the addition of another 5 ml of the 45% solution of hydrogen bromide in acetic acid the mixture was heated at 95° C. for a further 90 minutes. After cooling, the reaction mixture was poured on ice, rendered basic with concentrated ammonia and extracted twice with dichloromethane. The organic layer was dried on sodium sulphate, filtered and evaporated under reduced pressure. In this manner 1.7 g (83%) of substantially pure 2,5-dimethyl-3-(4-hydroxyphenyl)piperidine were obtained.

후처리

  1. temperatureAfter cooling
  2. additionthe reaction mixture was poured on ice
  3. extractionextracted twice with dichloromethane
  4. customThe organic layer was dried on sodium sulphate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-9ff54bf37eb043c8aa464a8a1e18cffc
출처 데이터셋
uspto-grants-1992_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05091393

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