3-Oxetanemethanol, 3-(1,1-dimethylethyl)- → 3,5,8-Trioxabicyclo(2.2.2)octane, 1-tert-butyl-4-hex-5-ynyl-

HRID 129274Notes

Reaction equation

HRID 129274 reaction equation
[C:1]([OH:9])(=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[CH:7].[C:10]([C:14]1([CH2:18]O)[CH2:17][O:16][CH2:15]1)([CH3:13])([CH3:12])[CH3:11]>>[C:10]([C:14]12[CH2:15][O:16][C:1]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[CH:7])([O:9][CH2:18]1)[O:8][CH2:17]2)([CH3:13])([CH3:12])[CH3:11]

Participants

3

Reactant 2

HCID 1807403-Oxetanemethanol, 3-(1,1-dimethylethyl)-HCID 43779506-Heptynoic acid

Product 1

HCID 1800363,5,8-Trioxabicyclo(2.2.2)octane, 1-tert-butyl-4-hex-5-ynyl-

Procedure

Using the procedure described in stage (vi) of Example I and starting from hept-6-ynoic acid and 3-t-butyl-3-hydroxymethyloxetane (2-t-butyl-2-hyddroxymethylpropan-1,3-diol was prepared by the method of Y. Ozoe and M. Eto Agric.Biol. Chem, 1982, 46, 411), 4-t-butyl-1-(hex-5-ynyl)-2,6,7-trioxabicyclo[2.2.2]octane was prepared.

Workup

  1. customwas prepared by the method of Y

Sources & evidence

ORD record
ord-20a8db03b743461ba24608e98ae96177
Source dataset
uspto-grants-1995_11
Patent number
US05466710

Reaction notes

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