Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 6-Fluoro-6-methylheptan-1-ol

HRID 363519노트

반응식

HRID 363519 반응식
O1CCCCC1[O:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([F:16])([CH3:15])[CH3:14].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CCO>[F:16][C:13]([CH3:15])([CH3:14])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][OH:7]

참가 물질

4

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 106572356-Fluoro-6-methylheptyl 2-tetrahydropyranyl ether

생성물 1

HCID 104870116-Fluoro-6-methylheptan-1-ol수율 87.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A stirred solution of the product from Step III (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-66dcfa950cf948ad94e0ccf77aff0260
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05874475

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