Water → HCID 14297707, compound

HRID 1088590Notes

Reaction equation

HRID 1088590 reaction equation
[F:1][C@@H:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][OH:4].[C:11]1([CH3:21])[CH:16]=[CH:15][C:14]([S:17](Cl)(=[O:19])=[O:18])=[CH:13][CH:12]=1.N1C=CC=CC=1.O>C1(C)C=CC=CC=1>[F:1][C@@H:2]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])[CH2:3][O:4][S:17]([C:14]1[CH:15]=[CH:16][C:11]([CH3:21])=[CH:12][CH:13]=1)(=[O:19])=[O:18]

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 11137325(S)-2-fluorooctane-1-ol

Product 1

HCID 14297707HCID 14297707, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Three grams of the obtained (S)-2-fluorooctane-1-ol, 4.5 g of p-toluenesulfonyl chloride and 50 ml of pyridine were stirred at room temperature. 100 ml of water and 200 ml of toluene were added to the solution. The organic layer was separated and washed with an acid solution, with an alkali solution and with water, dried over magnesium sulfate, and concentrated. 6.0 g of (S)-2-fluoro-1-p-toluenesulfonyloxyoctane was obtained.

Workup

  1. customThe organic layer was separated
  2. washwashed with an acid solution, with an alkali solution and with water
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f386a524d31b4e3baa2904506715a8ef
Source dataset
uspto-grants-1990_10
Patent number
US04963288

Reaction notes

Loading…