4-(Trifluoromethyl)phenol → 3-{4-[1-(4-Trifluoromethylphenoxymethyl)cyclobutylmethoxy]phenyl}hex-4-ynoic acid

HRID 535268Notes

Reaction equation

HRID 535268 reaction equation
[C:1]1([CH2:7][OH:8])([CH2:5][OH:6])[CH2:4][CH2:3][CH2:2]1.O[C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1.O[C:21]1[CH:26]=[CH:25][C:24]([CH:27]([C:33]#[C:34][CH3:35])[CH2:28][C:29]([O:31]C)=[O:30])=[CH:23][CH:22]=1>>[F:17][C:16]([F:19])([F:18])[C:13]1[CH:14]=[CH:15][C:10]([O:6][CH2:5][C:1]2([CH2:7][O:8][C:21]3[CH:26]=[CH:25][C:24]([CH:27]([C:33]#[C:34][CH3:35])[CH2:28][C:29]([OH:31])=[O:30])=[CH:23][CH:22]=3)[CH2:4][CH2:3][CH2:2]2)=[CH:11][CH:12]=1

Participants

4

Reactant 3

HCID 678744-(Trifluoromethyl)phenolHCID 4498243Cyclobutane-1,1-diyldimethanolHCID 57835749Methyl 3-(4-hydroxyphenyl)hex-4-ynoate

Product 1

HCID 565922863-{4-[1-(4-Trifluoromethylphenoxymethyl)cyclobutylmethoxy]phenyl}hex-4-ynoic acid

Procedure

Analogously to example 1, cyclobutane-1,1-diyldimethanol, 4-hydroxybenzotrifluoride and methyl 3-(4-hydroxyphenyl)hex-4-ynoate were used to obtain 3-{4-[1-(4-trifluoromethylphenoxymethyl)cyclobutylmethoxy]phenyl}hex-4-ynoic acid.

Sources & evidence

ORD record
ord-23f6976eeb124b4eb1642fda105f4f05
Source dataset
uspto-grants-2014_10
Patent number
US08859494B2

Reaction notes

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