3-Bromobenzonitrile → 3-(3-Hydroxy-3-propylhex-1-ynyl)benzonitrile

Reaction equation

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

Participants

Reactant 2

HCID 233813-Bromobenzonitrile

HCID 123838984-Ethynylheptan-4-ol

Product 1

HCID 579568423-(3-Hydroxy-3-propylhex-1-ynyl)benzonitrile

Procedure

Coupling of 4-ethynylheptan-4-ol with 3-bromobenzonitrile following the method described in Example 12 gives 3-(3-hydroxy-3-propylhex-1-ynyl)benzonitrile.

Sources & evidence

ORD record: ord-dd657bb4561c465d9849b4b5eb370351
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08450527B2

Reaction notes

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