4,4-Dimethylpentanoic acid → 4-t-Butyl-1-(3,3-dimethylbut-1-ynyl)-2,6,7-trioxabicyclo[2.2.2]octane

HRID 1197334Notes

Reaction equation

HRID 1197334 reaction equation
[C:1]([C:5]12[CH2:12][O:11][C:8]([CH2:13][CH2:14][C:15]([CH3:18])([CH3:17])[CH3:16])([O:9][CH2:10]1)[O:7][CH2:6]2)([CH3:4])([CH3:3])[CH3:2].CC(C)(C)CCC12OCC(CCC)(CO1)C(C#N)O2.CC(C)(C)CCC(O)=O>>[C:1]([C:5]12[CH2:6][O:7][C:8]([C:13]#[C:14][C:15]([CH3:18])([CH3:17])[CH3:16])([O:9][CH2:10]1)[O:11][CH2:12]2)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 142374,4-Dimethylpentanoic acidHCID 193732624-t-Butyl-1-(3,3-dimethylbutyl)-2,6,7-trioxabicyclo[2.2.2]octaneHCID 193733511-(3,3-Dimethylbutyl)-4-n-propyl-2,6,7-trioxabicyclo[2.2.2]octane-3-carbonitrile

Product 1

HCID 193732684-t-Butyl-1-(3,3-dimethylbut-1-ynyl)-2,6,7-trioxabicyclo[2.2.2]octane

Procedure

Using analogous methodology 4-t-butyl-1-(3,3-dimethylbutyl)-2,6,7-trioxabicyclo[2.2.2]octane and 1-(3,3-dimethylbutyl)-4-n-propyl-2,6,7-trioxabicyclo[2.2.2]octane-3-carbonitrile were prepared from 4,4-dimethylpentanoic acid (G. M. Whitesides et al J. Amer. Chem. Soc. 1967, 89, 1135).

Sources & evidence

ORD record
ord-5ebdd82f2a5e45c3a07955c6bf320bd5
Source dataset
uspto-grants-1992_05
Patent number
US05116862

Reaction notes

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