Sodium Carbonate → HCID 178448031, compound

HRID 864880Notes

Reaction equation

HRID 864880 reaction equation
[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21](Br)=[CH:20][CH:19]=3)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[F:25][C:26]([F:38])([F:37])[C:27]1[CH:32]=[CH:31][C:30](OB(O)O)=[CH:29][CH:28]=1.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C>[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([C:30]4[CH:31]=[CH:32][C:27]([C:26]([F:38])([F:37])[F:25])=[CH:28][CH:29]=4)=[CH:20][CH:19]=3)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 17793420p-Trifluoromethylphenylboric acidHCID 178448030HCID 178448030, compound

Product 1

HCID 178448031HCID 178448031, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1140TolueneSolvent

Procedure

A solution of 0.05 m of 1-[trans-4-(trans-4-n-propylcyclohexyl)cyclohexyl]-2-(p-bromophenyl)ethane (DE 3317597) and 0.05 m of p-trifluoromethylphenylboric acid (prepared from p-bromotriflurotoluene by consecutive reaction with n-BuLi/B(OCH3)3 and H+ /H2O) in 100 ml of toluene and 50 ml of ethanol is refluxed for 4 hours after 0.0001 m of Pd(Ph3)4 and 50 ml of Na2CO3 solution (2M) have been added, Conventional extractive work-up and subsequent purification by chromatography and crystallization give 1-[trans-4-(trans-4-n-propylcyclohexyl)-cyclohexyl]-2-(4-trifluoromethylbiphenyl-4'-yl)ethane,

Workup

  1. additionhave been added
  2. customConventional extractive work-up and subsequent purification
  3. customby chromatography and crystallization

Sources & evidence

ORD record
ord-cfa7c625840747f0920a53b8ca5230ac
Source dataset
uspto-grants-1996_10
Patent number
US05565140

Reaction notes

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