Salicylic Acid → Salicyloyl chloride

HRID 1049871Notes

Reaction equation

HRID 1049871 reaction equation
[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:13])=O.CN(C=O)C>C(Cl)Cl>[OH:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:13])=[O:5]

Participants

5

Reactant 3

HCID 338Salicylic AcidHCID 6228DimethylformamideHCID 24386Thionyl Chloride

Product 1

HCID 74041Salicyloyl chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
60 °C

Procedure

2-Hydroxy benzoic acid (1 g, 7.2 mmol) is dissolved in DCM (14 mL). To this mixture, thionyl chloride (1.57 mL, 22 mmol) and a catalytic amount of dry DMF are added. The resulting mixture is heated to 60° C. overnight, after which the resulting mixture is evaporated to give the desired product that is used as such.

Workup

  1. customafter which the resulting mixture is evaporated

Sources & evidence

ORD record
ord-3081c8a37453493a897f71744ea54e17
Source dataset
uspto-grants-2016_07
Patent number
US09382254B2

Reaction notes

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