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

HRID 363519ノート

反応式

HRID 363519 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 104870116-Fluoro-6-methylheptan-1-ol収率 87.1%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-66dcfa950cf948ad94e0ccf77aff0260
出典データセット
uspto-grants-1999_02
特許番号
US05874475

反応ノート

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