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1-Octanol → 2-Fluoro-6-octyloxypyridine

HRID 1780551
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인쇄 미리보기

반응식

HRID 1780551 반응식
[CH2:1]([O-:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[Li+].C(O)CCCCCCC.C([Li])CCC.[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28](F)[N:27]=1.[Cl-].[Na+]>O1CCCC1.CCOCC>[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[N:27]=1
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참가 물질

8

반응물 5

HCID 9571-OctanolHCID 5234Sodium ChlorideHCID 739342,6-DifluoropyridineHCID 23682185Lithium octanolateHCID 178418339Butyllithium

생성물 1

HCID 190469372-Fluoro-6-octyloxypyridine

시약·촉매·용매 2

HCID 3283
Diethyl Ether
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

Lithium octanolate (previously prepared from 13.02 g (100.00 mmol) of 1-octanol and 69 ml (110.00 mmol) of a 1.6-molar n-butyllithium solution in 40 ml of tetrahydrofuran at 0° C.) and 11.51 g (100.00 mmol) of 2,6-difluoropyridine are refluxed in 40 ml of tetrahydrofuran for 7 hours. The mixture is then distributed between sodium chloride solution and ether, the ether phase is washed twice with sodium chloride, dried over sodium sulfate, filtered and freed from solvent. Purification of the residue by chromatography (silica gel, 9:1 hexane/ethyl acetate) gives 13.48 g (59.80 mmol) of 2-fluoro-6-octyloxypyridine. ##STR21##

후처리

  1. washthe ether phase is washed twice with sodium chloride
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customPurification of the residue by chromatography (silica gel, 9:1 hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-d916625809554dffad6092b63ecd21fc
출처 데이터셋
uspto-grants-1997_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05630962

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