Pyridine → HCID 13935580, compound

HRID 2309589Notes

Reaction equation

HRID 2309589 reaction equation
[CH2:1]([O:8][CH2:9][C:10]([F:15])([F:14])[CH2:11][CH2:12][OH:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>ClCCl>[CH2:1]([O:8][CH2:9][C:10]([F:14])([F:15])[CH2:11][CH2:12][O:13][S:23]([CH3:22])(=[O:25])=[O:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 139355781-Benzyloxy-2,2-difluoro-4-hydroxybutane

Product 1

HCID 13935580HCID 13935580, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 1-benzyloxy-2,2-difluoro-4-hydroxybutane (50 g, 0.231 moles) and dry pyridine (100 mL) in dichloromethane cooled in an ice bath, methanesulfonyl chloride (26.52 g, 0.232 moles) in dichloromethane (100 mL) is slowly added. After stirring at room temperature overnight, the mixture is washed with 2N HCl (2×1 L) and twice with water. Drying and subsequent evaporation of the solvent yields 1-benzyloxy-2,2-difluoro-4-methanesulfonyloxybutane as a yellow oil: 63.44 g (93%).

Workup

  1. washthe mixture is washed with 2N HCl (2×1 L) and twice with water
  2. customDrying
  3. customsubsequent evaporation of the solvent

Sources & evidence

ORD record
ord-71800f2387964738ab39ffd471118cf3
Source dataset
uspto-grants-1987_09
Patent number
US04695654

Reaction notes

Loading…