Pyridine → HCID 13935580, compound

HRID 232163Notes

Reaction equation

HRID 232163 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-e06e452823b0459b89ec28da6ef3bd9a
Source dataset
uspto-grants-1989_07
Patent number
US04851448

Reaction notes

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