Potassium Carbonate → 4'-(6-Hydroxyhexyloxy)-4-cyanobiphenyl

HRID 343641Notes

Reaction equation

HRID 343641 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)#[N:2].Br[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23])=[CH:11][CH:10]=2)=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 779706-Bromo-1-hexanolHCID 1406104'-Hydroxy-4-biphenylcarbonitrile

Product 1

HCID 111739504'-(6-Hydroxyhexyloxy)-4-cyanobiphenylYield 48%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Using 5 g (25.6 mmol) of 4-cyano-4'-hydroxybiphenyl, 85 ml of acetonitrile, 4.63 g (25.6 mmol) of 6-bromohexanol and 7.09 g (51.2 mmol) of anhydrous potassium carbonate, synthetic treatment was carried out in the same manner as in Example 2. The obtained gray powder was recrystallized from methanol to obtain 3.6 g (yield: 48%) of 4-cyano-4'-(6-hydroxyhexyloxy)biphenyl (24) as a colorless powder.

Workup

  1. customThe obtained gray powder was recrystallized from methanol

Sources & evidence

ORD record
ord-a9a258301f3e4239b9573184b49372b5
Source dataset
uspto-grants-1999_01
Patent number
US05861534

Reaction notes

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