3-Fluoro-1,2-propanediol → HCID 15570852, compound

HRID 1772783Notes

Reaction equation

HRID 1772783 reaction equation
[F:1][CH2:2][CH:3]([OH:6])[CH2:4][OH:5].C(N(CC)CC)C.[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1>C(Cl)Cl>[CH3:24][C:14]1[CH:19]=[CH:18][C:17]([S:20]([O:5][CH2:4][CH:3]([OH:6])[CH2:2][F:1])(=[O:22])=[O:21])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 16573-Fluoro-1,2-propanediolHCID 73974-Toluenesulfonyl chlorideHCID 8471Triethylamine

Product 1

HCID 15570852HCID 15570852, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 3-fluoropropane-1,2-diol (from Sigma, 0.750 g, 7.97 mmol) and triethylamine (1.39 mL, 9.96 mmol) in DCM (20 mL) was added p-toluenesulfonyl chloride (1.60 g, 8.37 mmol). The reaction was stirred at RT for 2 h. The mixture was concentrated to dryness and used in next step.

Workup

  1. concentrationThe mixture was concentrated to dryness

Sources & evidence

ORD record
ord-77eeded3f866452aa79a01d805df4a1e
Source dataset
uspto-grants-2016_02
Patent number
US09249145B2

Reaction notes

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