HRID1646833

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8140

1-Bromooctane

C8H17Br

HCID11430

Potassium Carbonate

CK2O3

HCID10611926

Boronic acid, [3-fluoro-4-(octyloxy)phenyl]-

C14H22BFO3

HCID18757491

1-(Benzyloxy)-4-bromo-2-fluorobenzene

C13H10BrFO

HCID19799917

未命名化合物

PRODUCTS

生成物

结构：CCCCCCCCOc1ccc(-c2ccc(OCCCCCCCC)c(F)c2)cc1F

HCID19799865

4,4'-Dioctyloxy-3,3'-difluorobiphenyl

C28H40F2O2

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6569

Methyl ethyl ketone

C4H8O

PROCEDURE

实验过程

A mixture of 4'-octyloxy-3,3'-difluorobiphenol (0.1 mol, obtained by coupling 3-fluoro-4-octyloxyphenyl boronic acid with 4-benzyloxy-3-fluoro-brombenzene followed by hydrogenolytic cleavage of the benzylic ether), 1-bromooctane (0.12 mol), potassium carbonate (30 g) and butanone (125 ml) is heated under reflux and stirred for 20 hrs. After cooling the reaction mixture is filtered and the filtrate evaporated off, distillation under reduced pressure affords the required product, m.p. 84°.

WORKUP

后处理

customobtained
temperatureis heated
temperatureunder reflux
temperatureAfter cooling the reaction mixture
filtrationis filtered
customthe filtrate evaporated off
distillationdistillation under reduced pressure

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-96a5762e0ede4c1c80364ac093936b53
来源数据集: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05182047
来源说明: uspto-grants-1993_01

反应 SMILES

[CH2:1]([O:9][C:10]1[C:11]([F:25])=[C:12](C2C(O)=CC=CC=2F)[C:13](O)=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[F:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][C:32]=1[O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41].C(OC1C=CC(Br)=CC=1F)C1C=CC=CC=1.BrCCCCCCCC.C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:29]2[CH:30]=[CH:31][C:32]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[C:27]([F:26])[CH:28]=2)=[CH:12][C:11]=1[F:25])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]