Thionyl Chloride → HCID 86675009, compound

HRID 511913Notes

Reaction equation

HRID 511913 reaction equation
[CH2:1]([O:3][C:4]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9](O)=[O:10])=[O:5])[CH3:2].S(Cl)([Cl:18])=O>C1(C)C=CC=CC=1.N1C=CC=CC=1>[CH2:1]([O:3][C:4]([O:6][C:7]1[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=1[C:9]([Cl:18])=[O:10])=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 26578Carbonic acid, ethyl ester, ester with salicylic acid

Product 1

HCID 86675009HCID 86675009, compoundYield 81.2%

Reagents, catalysts & solvents 2

HCID 1049PyridineCatalystHCID 1140TolueneSolvent

Procedure

5.9 g (28 mmol) of 2-(ethoxycarbonyloxy)benzoic acid are dissolved in 30 ml of toluene with a few drops of pyridine. 2.15 ml (29 mmol) of thionyl chloride are added dropwise and the mixture is stirred at ambient temperature for 18 h and then concentrated to dryness. The residue is precipitated from pentane. The solid is filtered off and then dried. 5.2 g of 2-(ethoxycarbonyloxy)benzoyl chloride are obtained in the form of a white solid with a yield of 80%.

Workup

  1. concentrationconcentrated to dryness
  2. customThe residue is precipitated from pentane
  3. filtrationThe solid is filtered off
  4. customdried

Sources & evidence

ORD record
ord-2448078ef1654767975a0b7b083fd44c
Source dataset
uspto-grants-2015_08
Patent number
US09102607B2

Reaction notes

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