N-Allyl-2,2,2-trifluoroacetamide → (E)-2,2,2-trifluoro-N-(3-(3-(2-(1-hydroxycyclohexyl)ethyl)phenyl)allyl)acetamide

HRID 1021158Notes

Reaction equation

HRID 1021158 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:14]=[CH:15][CH:16]=1)[CH2:5][CH2:6][C:7]1([OH:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.[CH2:17]([NH:20][C:21](=[O:26])[C:22]([F:25])([F:24])[F:23])[CH:18]=[CH2:19]>>[F:23][C:22]([F:25])([F:24])[C:21]([NH:20][CH2:17]/[CH:18]=[CH:19]/[C:2]1[CH:16]=[CH:15][CH:14]=[C:4]([CH2:5][CH2:6][C:7]2([OH:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)[CH:3]=1)=[O:26]

Participants

3

Reactant 2

HCID 558569N-Allyl-2,2,2-trifluoroacetamideHCID 57956767HCID 57956767, compound

Product 1

HCID 57956840(E)-2,2,2-trifluoro-N-(3-(3-(2-(1-hydroxycyclohexyl)ethyl)phenyl)allyl)acetamide

Procedure

Coupling of 1-(3-bromophenethyl)cyclohexanol with N-allyl-2,2,2-trifluoroacetamide following the method described in Example 118 gives (E)-2,2,2-trifluoro-N-(3-(3-(2-(1-hydroxycyclohexyl)ethyl)phenyl)allyl)acetamide.

Sources & evidence

ORD record
ord-160707ccbea147b2bd908a75c8c6a47c
Source dataset
uspto-grants-2014_05
Patent number
US08716529B2

Reaction notes

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