Dimethylformamide → HCID 12810476, compound

HRID 2198688Notes

Reaction equation

HRID 2198688 reaction equation
[CH:1]1([C:4]([O:6][CH2:7][CH2:8][O:9][C:10]2[CH:18]=[CH:17][C:13]([C:14](O)=[O:15])=[CH:12][CH:11]=2)=[O:5])[CH2:3][CH2:2]1.S(Cl)([Cl:21])=O.CN(C)C=O>CCOCC>[CH:1]1([C:4]([O:6][CH2:7][CH2:8][O:9][C:10]2[CH:18]=[CH:17][C:13]([C:14]([Cl:21])=[O:15])=[CH:12][CH:11]=2)=[O:5])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 12810475HCID 12810475, compound

Product 1

HCID 12810476HCID 12810476, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 3.2 g (12.8 mmol) of 4-(2-cyclopropylcarbonyloxyethoxy)benzoic acid, 80 ml of ether and 1.5 ml (20.5 mmol) of thionyl chloride, at RT, is added 0.3 ml (3.8 mmol) of dimethylformamide. This mixture is stirred, at RT, for 1 day. The top phase is decanted (the residue is discarded), and solvent and ohter volatiles are removed from it by rotoevaporation to give 4-(2-cyclopropylcarbonyloxyethoxy)benzoic acid chloride.

Workup

  1. customThe top phase is decanted (the residue
  2. customare removed from it by rotoevaporation

Sources & evidence

ORD record
ord-b3310d0175ff4802a04bc09231412c38
Source dataset
uspto-grants-1982_11
Patent number
US04359424

Reaction notes

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