Thionyl Chloride → 3-Ethylcyclobutanecarboxylic acid chloride

HRID 27294

Reaction equation

HRID 27294 reaction equation
[CH2:1]([CH:3]1[CH2:6][CH:5]([C:7]([OH:9])=O)[CH2:4]1)[CH3:2].S(Cl)([Cl:12])=O>>[CH2:1]([CH:3]1[CH2:6][CH:5]([C:7]([Cl:12])=[O:9])[CH2:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 47796Cyclobutanecarboxylic acid, 3-ethyl-

Product 1

HCID 450812713-Ethylcyclobutanecarboxylic acid chlorideYield 60.6%

Procedure

A mixture of 3.3 g (0.027 mole) of 3-ethylcyclobutanecarboxylic acid (prepared in 1E) and 9.4 g (5.7 ml, 0.080 mole) of thionyl chloride was prepared and allowed to stir at room temperature for about 15 hr. Excess thionyl chloride was removed by distillation at atmospheric pressure. The residue was distilled at reduced pressure to yield 2.4 g of the title compound having the following physical characteristics:

Workup

  1. customwas prepared
  2. customExcess thionyl chloride was removed by distillation at atmospheric pressure
  3. distillationThe residue was distilled at reduced pressure

Sources & evidence

ORD record
ord-bd5aa059603b4de884c3fae56ebe28c3
Source dataset
uspto-grants-1980_09
Patent number
US04220795

Linked notes

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