1-Adamantanol → HCID 68649063, compound

HRID 1965900Notes

Reaction equation

[C:1]12([OH:11])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[F:12][C:13]([F:20])([F:19])[C:14](=[CH2:18])[C:15]([OH:17])=[O:16]>>[F:12][C:13]([F:20])([F:19])[C:14](=[CH2:18])[C:15]([O:17][CH:2]([O:11][C:1]12[CH2:8][CH:7]3[CH2:6][CH:5]([CH2:4][CH:3]([CH2:9]3)[CH2:2]1)[CH2:10]2)[CH:1]([CH3:10])[CH3:8])=[O:16]

Participants

Reactant 2

HCID 641521-Adamantanol

HCID 5876942-(Trifluoromethyl)acrylic acid

Product 1

HCID 68649063HCID 68649063, compoundYield 63%

Procedure

By following the same procedures as in Examples 1-1-1 to 1-1-3 aside from using 1-adamantanol instead of 2-adamantanol and 2-(trifluoromethyl)acrylic acid instead of methacrylic acid, 1-(1-adamantyloxy)-2-methylpropyl 2-(trifluoromethyl)acrylate was produced (four step yield 63%).

Sources & evidence

ORD record: ord-f2bf1c5b6f36414a9e1ab35e5fd083a5
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08420290B2

Reaction notes

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