Thionyl Chloride → HCID 86680238, compound

HRID 1398274Notes

Reaction equation

HRID 1398274 reaction equation
[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([C:14](=[O:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:10][C:6]=1[C:7](O)=[O:8])(=[O:3])[CH3:2].S(Cl)([Cl:25])=O>ClCCl.N1C=CC=CC=1>[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([C:14](=[O:22])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])=[CH:10][C:6]=1[C:7]([Cl:25])=[O:8])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 13748711HCID 13748711, compound

Product 1

HCID 86680238HCID 86680238, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
35 °C

Procedure

5.5 g (18 mmol) of 2-acetyloxy-5-octanoylbenzoic acid are dissolved in 55 ml of dichloromethane with one drop of pyridine. 1.6 ml (21.5 mmol) of thionyl chloride are added dropwise and the mixture is stirred at 35° C. for 18 hours and then concentrated to dryness. 5.6 g of 2-acetoxy-5-octanoylbenzoyl chloride are obtained in the form of a red oil in a yield of 96%.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-9f237cc34ac64f739314e8f15d811c1f
Source dataset
uspto-grants-2014_12
Patent number
US08901357B2

Reaction notes

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