Dimethylformamide → 3-Formylbenzoyl chloride

HRID 1656473Notes

Reaction equation

HRID 1656473 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6](O)=[O:7])=[O:2].S(Cl)([Cl:14])=O.CN(C)C=O>C1(C)C=CC=CC=1>[CH:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[C:6]([Cl:14])=[O:7])=[O:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 120773-CarboxybenzaldehydeHCID 24386Thionyl Chloride

Product 1

HCID 152388213-Formylbenzoyl chloride

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A mixture of 3-formylbenzoic acid (84 grams (g), 0.558 moles), thionyl chloride (80.5 g, 0.71 moles), and dimethylformamide (3 milliliters (ml)), in toluene (500 ml) was slowly warmed to 70° C. and stirred at that temperature for 2 hours. The toluene was eliminated in the rotavap to yield 97.7 g of 3-formylbenzoyl used in the next step as such.

Workup

  1. customto yield 97.7 g of 3-formylbenzoyl

Sources & evidence

ORD record
ord-46d95efa0426405ebddd057a9f6ad69a
Source dataset
uspto-grants-1993_10
Patent number
US05254584

Reaction notes

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