Nitrogen → 2-(3-Fluorophenoxy)-2-methylpropanoyl chloride

HRID 56276

Reaction equation

HRID 56276 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][C:6]([CH3:11])([CH3:10])[C:7](O)=[O:8].[Cl:15]SCl.N#N>>[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][C:6]([CH3:11])([CH3:10])[C:7]([Cl:15])=[O:8]

Participants

4

Reactant 3

HCID 947NitrogenHCID 25353Sulfur dichlorideHCID 222707202-(3-fluorophenoxy)-2-methylPropanoic acid

Product 1

HCID 821138502-(3-Fluorophenoxy)-2-methylpropanoyl chloride

Procedure

To 2-(3-fluorophenoxy)-2-methylpropanoic acid (1.70 g, 8.58 mmol) was added dichlorosulfane (15 mL) dropwise under N2 and the mixture was refluxed for 3 h. The mixture was cooled to rt and concentrated in vacuo to give the title compound as yellow oil, which was used for next step without further purification.

Workup

  1. temperaturethe mixture was refluxed for 3 h
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9e3a5970c34243519043534d48bb17a0
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Linked notes

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