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1-Octanol → 3-Fluoro-5-octyloxy-2-(4-octyloxyphenyl)pyridine

HRID 1757356
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HRID 1757356 반응식
N(C(OCC)=O)=NC(OCC)=O.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[F:32][C:33]1[C:34]([C:40]2[CH:45]=[CH:44][C:43]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])=[CH:42][CH:41]=2)=[N:35][CH:36]=[C:37]([OH:39])[CH:38]=1.[CH2:55](O)[CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH3:62]>O1CCCC1>[F:32][C:33]1[C:34]([C:40]2[CH:41]=[CH:42][C:43]([O:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54])=[CH:44][CH:45]=2)=[N:35][CH:36]=[C:37]([O:39][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH3:62])[CH:38]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 9571-OctanolHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 19387549HCID 19387549, 화합물

생성물 1

HCID 193875433-Fluoro-5-octyloxy-2-(4-octyloxyphenyl)pyridine수율 41.7%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

2.00 g (11.5 mmol) of diethyl azodicarboxylate are added dropwise at 0° C. to 3.00 g (11.5 mmol) of triphenylphosphine in 50 ml of tetrahydrofuran, and the mixture is stirred at room temperature for 30 minutes. 2.42 g (7.7 mmol) of 3-fluoro-5-hydroxy-2-(4-octyloxyphenyl)pyridine and 1.00 g (7.7 mmol) of 1-octanol are subsequently added. After a reaction time of 18 hours at room temperature, the solvent is removed by distillation and the residue is purified by chromatography (silica gel/hexane: ethyl acetate 95:5). Recrystallization from acetonitrile gives 1.38 g of 3-fluoro-5-octyloxy-2-(4-octyloxyphenyl)pyridine. ##STR18## The compound has the phase sequence: X 51.3 (42.5) SA 50 N 69 I.

후처리

  1. customAfter a reaction time of 18 hours at room temperature, the solvent is removed by distillation
  2. customthe residue is purified by chromatography (silica gel/hexane: ethyl acetate 95:5)
  3. customRecrystallization from acetonitrile

출처 및 근거

ORD 기록
ord-f6c14026648d465d8a0a3556ab48715a
출처 데이터셋
uspto-grants-1995_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05445763

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