Ammonium Chloride → HCID 19039134, compound

HRID 1684447Notes

Reaction equation

HRID 1684447 reaction equation
O1CCCC1.C1(C)C=CC=CC=1.[Cl-].[F:14][C:15]1[CH:20]=[CH:19][C:18]([Zn+])=[CH:17][CH:16]=1.I[C:23]1[CH:28]=[CH:27][C:26]([CH:29]2[CH2:34][CH2:33][Si:32]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)([CH2:35][CH2:36][CH3:37])[CH2:31][CH2:30]2)=[CH:25][CH:24]=1.[Cl-].[NH4+]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OCC)(=O)C.O1CCCC1>[F:14][C:15]1[CH:20]=[CH:19][C:18]([C:23]2[CH:24]=[CH:25][C:26]([CH:29]3[CH2:30][CH2:31][Si:32]([C:38]4[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=4)([CH2:35][CH2:36][CH3:37])[CH2:33][CH2:34]3)=[CH:27][CH:28]=2)=[CH:17][CH:16]=1

Participants

8

Reactant 4

HCID 25517Ammonium ChlorideHCID 190391484-(4-Iodophenyl)-1-phenyl-1-n-propyl-1-silacyclohexaneHCID 22635083Tetrahydrofuran tolueneHCID 178505906HCID 178505906, compound

Product 1

HCID 19039134HCID 19039134, compound

Reagents, catalysts & solvents 3

HCID 11979704Tetrakis(triphenylphosphine)palladiumCatalystHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

A 15 ml tetrahydrofuran-toluene (1:1) solution of 1.0M 4-fluorophenyl zinc chloride was dripped into a mixture of 4.20 g of 4-(4-iodophenyl)-1-phenyl-1-n-propyl-1-silacyclohexane, 30 mg of tetrakis (triphenylphosphine) palladium(0) and 30 ml of tetrahydrofuran. After stirring for 8 hours at room temperature, the mixture was poured into a saturated aqueous solution of ammonium chloride and extraction was conducted using ethyl acetate. Using conventional washing, drying and concentration processes, 4-(4-(4-fluorophenyl)phenyl)-1-phenyl-1-n-propyl-1-silacyclohexane was obtained.

Workup

  1. customdrying
  2. concentrationconcentration processes

Sources & evidence

ORD record
ord-8184705a7ada4a6d8a814fefff2fed8d
Source dataset
uspto-grants-1997_06
Patent number
US05641431

Reaction notes

Loading…