Hydrochloric Acid → HCID 131717700, compound

HRID 1648148Notes

Reaction equation

HRID 1648148 reaction equation
[CH:1]1([C:6]2[C:19]3[CH:18]=[CH:17][C:16]4[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=4)[C:10]=3[CH:9]=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[CH:2]1.[N:20]1[CH:25]=[CH:24][C:23]([CH2:26]Cl)=[CH:22][CH:21]=1.Cl.[OH-].[Na+]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C1(C)C=CC=CC=1>[N:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:17]2([CH2:26][C:23]3[CH:24]=[CH:25][N:20]=[CH:21][CH:22]=3)[CH2:18][C:19]3[C:6]([CH:1]4[CH:5]=[CH:4][CH:3]=[CH:2]4)=[CH:7][CH:8]=[CH:9][C:10]=3[C:11]3[C:16]2=[CH:15][CH:14]=[CH:13][CH:12]=3)=[CH:22][CH:21]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 745714-(Chloromethyl)pyridineHCID 131717701HCID 131717701, compound

Product 1

HCID 131717700HCID 131717700, compound

Reagents, catalysts & solvents 2

HCID 66133Benzyl triethylammonium chlorideCatalystHCID 1140TolueneSolvent

Procedure

The title compound was prepared following the procedure of Example 1 from 5.0 g (0.0263 m) of cyclopentadienylphenanthrene, 9.51 g (58 mmole) 4-picolylchloride .HCl, 11.1 ml 50% sodium hydroxide, 1.2 g benzyltriethylammonium chloride, and 100 ml toluene by reaction at 50° for 6 hrs. The material was chromatographed (silica, EtOAc/MeOH,95:5) to yield 1.9 g of product, m.p. 201°-202°.

Workup

  1. customThe material was chromatographed (silica, EtOAc/MeOH,95:5)

Sources & evidence

ORD record
ord-e277127430d64760ab9c81a93d9e753d
Source dataset
uspto-grants-1995_07
Patent number
US05434264

Reaction notes

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