Pyridine → N-ethyl-4-farnesylacetoxy-piperidine

HRID 1577865

반응식

HRID 1577865 반응식
[CH2:1]([N:3]1[CH2:8][CH2:7][CH:6]([OH:9])[CH2:5][CH2:4]1)[CH3:2].N1C=CC=CC=1.[CH2:16]([CH2:31][C:32](Cl)=[O:33])[CH:17]=[C:18]([CH2:20][CH2:21][CH:22]=[C:23]([CH2:25][CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])[CH3:24])[CH3:19].[OH-].[Na+]>C1C=CC=CC=1>[CH2:1]([N:3]1[CH2:8][CH2:7][CH:6]([O:9][C:32](=[O:33])[CH2:31][CH2:16][CH:17]=[C:18]([CH2:20][CH2:21][CH:22]=[C:23]([CH2:25][CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])[CH3:24])[CH3:19])[CH2:5][CH2:4]1)[CH3:2]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 14798Sodium HydroxideHCID 770561-Ethylpiperidin-4-olHCID 54440908Farnesylacetyl chloride

생성물 1

HCID 57161189N-ethyl-4-farnesylacetoxy-piperidine수율 17.2%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

In a 200-ml three-necked flask equipped with dropping funnel, thermometer and reflux condenser, there were placed 4.80 g of N-ethyl-4-hydroxypiperidine, 3.23 g of pyridine and 50 ml of benzene, and 11.60 g of farnesylacetyl chloride was added dropwise under reflux. After completion of the dropping, the mixture was refluxed for a subsequent 2 hour period and then cooled. Addition of 30 ml of 20% aqueous solution of sodium hydroxide, stirring, phase separation and silica gel column chromatography of the upper layer yielded 2.4 g of N-ethyl-4-farnesylacetoxy-piperidine as a pale-yellow liquid. The product was identified by proton NMR and mass spectrometry. The proton NMR data are shown in the following.

후처리

  1. customIn a 200-ml three-necked flask equipped
  2. temperaturethermometer and reflux condenser
  3. additionwas added dropwise
  4. temperatureunder reflux
  5. temperatureAfter completion of the dropping, the mixture was refluxed for a subsequent 2 hour period
  6. temperaturecooled
  7. customphase separation and silica gel column chromatography of the upper layer

출처 및 근거

ORD 기록
ord-0ce5f9c48ad6486b91c69a59ae9abaac
출처 데이터셋
uspto-grants-1981_09
특허 번호
US04289786

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