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1,1'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate) → HCID 68503284, 화합물

HRID 1712620
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HRID 1712620 반응식
[OH:1][CH:2]1[CH:7]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:6][CH2:5][N:4]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[CH2:3]1.[F:25][B-](F)(F)F.F[B-](F)(F)F.F[N+]1C=CC=CC=1C1C=CC=C[N+]=1F.[Na]>C(#N)C>[F:25][C:12]1[CH:13]=[C:8]([CH:7]2[CH2:6][CH2:5][N:4]([C:15]([O:17][CH2:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=3)=[O:16])[CH2:3][CH:2]2[OH:1])[CH:9]=[CH:10][C:11]=1[OH:14]
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참가 물질

5

반응물 3

HCID 27339311,1'-Difluoro-2,2'-bipyridinium Bis(tetrafluoroborate)HCID 5360545SodiumHCID 68500730Benzyl 3-hydroxy-4-(4-hydroxyphenyl)piperidinecarboxylate

생성물 1

HCID 68503284HCID 68503284, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 0.581 g of benzyl 3-hydroxy-4-(4-hydroxyphenyl)piperidine-1-carboxylate in 5 ml of acetonitrile is admixed with 0.320 g of N,N′-difluoro-2,2′-bipyridinium bis(tetrafluoroborate) and the suspension is subsequently heated at reflux over 15 hours. The reaction mixture is poured onto 10 ml of saturated aqueous sodium thiosulpphate solution and the mixture is extracted with 2×50 ml of ethyl acetate. The combined organic phases are washed with 10 ml each of 0.5 M HCl and brine, dried over sodium sulphate and concentrated. The title compound is obtained as a colourless solid from the residue by means of flash chromatography (SiO2 60F). Rf=0.33 (2:1 EtOAc-heptane); Rt=3.80.

후처리

  1. temperaturethe suspension is subsequently heated
  2. temperatureat reflux over 15 hours
  3. extractionthe mixture is extracted with 2×50 ml of ethyl acetate
  4. washThe combined organic phases are washed with 10 ml each of 0.5 M HCl and brine
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e3eeb96eb8e94c45ab51d9c9b94f4e9a
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07790715B2

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