Oxalyl chloride → HCID 19893089, compound

HRID 892697Notes

Reaction equation

HRID 892697 reaction equation
C(Cl)(=O)C([Cl:4])=O.[CH:7]([CH:10]([CH2:14][CH2:15][C:16](=[O:18])[CH3:17])[C:11](O)=[O:12])([CH3:9])[CH3:8]>C1C=CC=CC=1>[CH:7]([CH:10]([CH2:14][CH2:15][C:16](=[O:18])[CH3:17])[C:11]([Cl:4])=[O:12])([CH3:9])[CH3:8]

Participants

4

Reactant 2

HCID 65578Oxalyl chlorideHCID 38325732-ISOPROPYL-5-OXOHEXANOIC ACID

Product 1

HCID 19893089HCID 19893089, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A solution of 6.0 g (0.0468 mole) of oxalyl chloride in 4 ml of benzene was chilled to 0° C under a nitrogen atmosphere. A solution of 4.0 g (0.0234 mole) of 2-isopropyl-5-oxohexanoic acid in 4 ml of benzene was added and the solution was warmed to room temperature, and stirred at room temperature for 20 hours. Evaporation of the solvent under reduced pressure yielded a 2-isopropyl-5-oxohexanoyl chloride residue, and the residue was dissolved in 3 ml of benzene. A 3.1 g (0.0222 mole) quantity of 2-methoxy-4-methylphenol in 5 ml of benzene was added, and the solution was stirred for 20 hours. Ether was added and the solution was washed with water, aqueous saturated sodium chloride, and 5% potassium hydroxide. The organic layer was dried over anhydrous calcium chloride, and the solvent was removed under reduoed pressure to yield a liquid whioh was purified by Kugelrohr distillation bp 120°-125° C./0.04 mm Hg.

Workup

  1. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-fba58a3ca2f74cf3bf36b9171c158160
Source dataset
uspto-grants-1992_06
Patent number
US05120368

Reaction notes

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