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Water → 3,3-Dimethylbutyl 3-piperidinopropyl ether

HRID 604381
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HRID 604381 반응식
[N:1]1([CH2:7][CH2:8][CH2:9][O-:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na+].[CH3:12][C:13]([CH3:18])([CH3:17])[CH2:14][CH2:15]Cl.C1OCCOCCOCCOCCOC1.O>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CS(C)=O>[N:1]1([CH2:7][CH2:8][CH2:9][O:10][CH2:15][CH2:14][C:13]([CH3:18])([CH3:17])[CH3:12])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

7

반응물 4

HCID 962WaterHCID 3633615-Crown-5HCID 761111-Chloro-3,3-dimethylbutaneHCID 23694275Sodium 3-piperidinopropanolate

생성물 1

HCID 97945573,3-Dimethylbutyl 3-piperidinopropyl ether

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매
HCID 679
Dimethyl Sulfoxide
용매

실험 절차

Sodium 3-piperidinopropanolate (5 mmol), 5 mmol of 3,3-dimethylbutyl chloride, a catalytic amount of tetrabutylammonium iodide, and 0.5 mmol of 15-crown-5 in 10 ml of dry dimethyl sulfoxide were refluxed for 12 hours. Water was added, and it was extracted with diethyl ether. The organic layer was purified by column chromatography on silica gel (eluent: methylene chloride/methanol (90/10), ammonia atmosphere). The solvent was removed under reduced pressure and the residue crystallized with oxalic acid from diethyl ether/ethanol.

후처리

  1. extractionit was extracted with diethyl ether
  2. customThe organic layer was purified by column chromatography on silica gel (eluent: methylene chloride/methanol (90/10), ammonia atmosphere)
  3. customThe solvent was removed under reduced pressure
  4. customthe residue crystallized with oxalic acid from diethyl ether/ethanol

출처 및 근거

ORD 기록
ord-49afa6cd8b4744a28766d5e2c34b0174
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07910605B2

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