1,4-Dibromobutane → HCID 20090724, compound

HRID 274151Notes

Reaction equation

HRID 274151 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Br:16][CH2:17][CH2:18][CH2:19][CH2:20]Br>>[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]#[N:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 80561,4-DibromobutaneHCID 1406104'-Hydroxy-4-biphenylcarbonitrile

Product 1

HCID 20090724HCID 20090724, compoundYield 31%

Procedure

A solution of 4'-hydroxy-4-cyanobiphenyl (11.7 g, 60 mmol) was treated with 1,4-dibromobutane (38.9 g, 0.18 mol, 216) as described in Example 1. Recrystallization of the product from ethanol gave 4'-(4-bromobutyloxy)-4-cyanobiphenyl (6.15 g, 31%): mp 62.5-64° C.; 1H NMR (CDCl3) 7.52(s, 4H), 7.41 and 6.83(2d, 4H), 3.95(t, 2H), 3.42(t, 2H), 1.97(m, 4H); IR (KBr) 2225, 1605, 1581 cm-1.

Workup

  1. customRecrystallization of the product from ethanol

Sources & evidence

ORD record
ord-d6fed172f4e8402f8bab2c8473823f91
Source dataset
uspto-grants-1995_02
Patent number
US05389285

Reaction notes

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