Thionyl Chloride → Isobutoxyacetyl chloride

HRID 1029494Notes

Reaction equation

HRID 1029494 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][CH:6]([CH3:13])[CH2:7][O:8][CH2:9][C:10](O)=[O:11]>C(Cl)(Cl)Cl>[CH3:5][CH:6]([CH3:13])[CH2:7][O:8][CH2:9][C:10]([Cl:3])=[O:11]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 27635342-(2-Methylpropoxy)acetic acid

Product 1

HCID 14146847Isobutoxyacetyl chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-Methylpropoxyacetyl chloride may be obtained in the following manner: thionyl chloride (5 cc) is added in the course of 15 minutes to a solution of 2-methylpropoxyacetic acid (8.3 g) in chloroform (50 cc). The mixture is heated for 5 hours under reflux and then evaporated to dryness under reduced pressure (2.7 kPa). 2-Methylpropoxyacetyl chloride (7.5 g) is thereby obtained in the form of an oil, which is employed in the crude state in the subsequent syntheses.

Workup

  1. temperatureThe mixture is heated for 5 hours
  2. temperatureunder reflux
  3. customevaporated to dryness under reduced pressure (2.7 kPa)

Sources & evidence

ORD record
ord-e1cc05a9239c455991bcd3f2e51873d0
Source dataset
uspto-grants-1992_04
Patent number
US05102890

Reaction notes

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