Ethanol → 6-Fluoro-6-methylheptan-1-ol

HRID 1654301노트

반응식

HRID 1654301 반응식
[F:1]C1OC(OC2(CCCCCC(C)C)CCCC(F)O2)(CCCCCC(C)C)CCC1.[C:32]1([CH3:42])[CH:37]=C[C:35](S([O-])(=O)=O)=[CH:34][CH:33]=1.[NH+]1C=CC=CC=1.[CH3:49][CH2:50][OH:51]>>[F:1][C:32]([CH3:42])([CH3:37])[CH2:33][CH2:34][CH2:35][CH2:49][CH2:50][OH:51]

참가 물질

4

반응물 3

HCID 702EthanolHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 677982696-Fluoro-6-methylheptyl-2-tetrahydropyranyl ether

생성물 1

HCID 104870116-Fluoro-6-methylheptan-1-ol

실험 절차

A stirred solution of the product from Step I (3.34 g, 0.0144 mol) in absolute EtOH was treated with pyridinium p-toluenesulfonate (0.47 g, 0.00187 mol) and kept under nitrogen at ambient temperature for 41 hours. The mixture was concentrated and the residue, dissolved in EtOAc, was washed with aqueous NaHCO3 and brine, dried (MgSO4) and concentrated. The residue was chromatographed on silica gel with 5 to 20% EtOAc-hexane to give 1.86 g of 6-fluoro-6-methyl -1-heptanol.

후처리

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue, dissolved in EtOAc
  3. washwas washed with aqueous NaHCO3 and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was chromatographed on silica gel with 5 to 20% EtOAc-hexane

출처 및 근거

ORD 기록
ord-04548b32d0794db2b9a23d68f79dc3f0
출처 데이터셋
uspto-grants-1995_04
특허 번호
US05405997

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