4,4-Dimethylpentanoic acid → Neoheptanoyl chloride

HRID 1589311Notes

Reaction equation

HRID 1589311 reaction equation
[CH3:1][C:2]([CH3:9])([CH3:8])[CH2:3][CH2:4][C:5](O)=[O:6].S(Cl)([Cl:12])=O>>[CH3:1][C:2]([CH3:9])([CH3:8])[CH2:3][CH2:4][C:5]([Cl:12])=[O:6]

Participants

3

Reactant 2

HCID 142374,4-Dimethylpentanoic acidHCID 24386Thionyl Chloride

Product 1

HCID 14921487Neoheptanoyl chlorideYield 83.2%

Procedure

4,4-Dimethylpentanoic acid (40 g; Chem Lett, (1980), 571) was treated at 20° for 16 h with thionyl chloride (40 g) and the mixture distilled under reduced pressure to yield 4,4-dimethylpentanoyl chloride (38 g) b.p. 52°-58° at 10 mm Hg; δ (CDCl3) 0.94 (9H, s, C(CH3)3 ; 1.66 (2H, t, J=9 Hz, CH2) and 2.88 (2H, t, J=9 Hz, CH2CO).

Workup

  1. distillationthe mixture distilled under reduced pressure

Sources & evidence

ORD record
ord-f72272b311c24d31b4eadbce92f34984
Source dataset
uspto-grants-1986_02
Patent number
US04568666

Reaction notes

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