Sulfur dichloride → 4-(3-Fluorophenoxy)butanoyl chloride

HRID 56252

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][CH2:6][CH2:7][CH2:8][C:9](O)=[O:10].[Cl:15]SCl>>[F:1][C:2]1[CH:3]=[C:4]([CH:12]=[CH:13][CH:14]=1)[O:5][CH2:6][CH2:7][CH2:8][C:9]([Cl:15])=[O:10]

Participants

Reactant 2

HCID 25353Sulfur dichloride

HCID 64860154-(3-Fluorophenoxy)butanoic acid

Product 1

HCID 900231674-(3-Fluorophenoxy)butanoyl chloride

Procedure

A solution of 4-(3-fluorophenoxy)butanoic acid (3.00 g, 15.1 mmol) in dichlorosulfane (15 mL) under N2 was refluxed for 3 h. The mixture was cooled to rt and concentrated in vacuo to give the title compound, which was used for next step without further purification.

Workup

concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-f4e72ac7cd384758b6534f103e26e766
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09434695B2

Linked notes

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